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Journal articles on the topic 'Salen chiraux'

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Published: 25 May 2024

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1

Gualandi, Andrea, Francesco Calogero, Simone Potenti, and Pier Giorgio Cozzi. "Al(Salen) Metal Complexes in Stereoselective Catalysis." Molecules 24, no. 9 (May 2, 2019): 1716. http://dx.doi.org/10.3390/molecules24091716.

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Salen ligands are a class of Schiff bases simply obtained through condensation of two molecules of a hydroxyl-substituted aryl aldehyde with an achiral or chiral diamine. The prototype salen, or N,N′-bis(salicylidene)ethylenediamine has a long history, as it was first reported in 1889, and immediately, some of its metal complexes were also described. Now, the salen ligands are a class of N,N,O,O tetradentate Schiff bases capable of coordinating many metal ions. The geometry and the stereogenic group inserted in the diamine backbone or aryl aldehyde backbone have been utilized in the past to efficiently transmit chiral information in a variety of different reactions. In this review we will summarize the important and recent achievements obtained in stereocontrolled reactions in which Al(salen) metal complexes are employed. Several other reviews devoted to the general applications and synthesis of chromium and other metal salens have already been published.
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2

Adão, Pedro, Mannar R. Maurya, Umesh Kumar, Fernando Avecilla, Rui T. Henriques, Maxim L. Kusnetsov, João Costa Pessoa, and Isabel Correia. "Vanadium-salen and -salan complexes: Characterization and application in oxygen-transfer reactions." Pure and Applied Chemistry 81, no. 7 (June 30, 2009): 1279–96. http://dx.doi.org/10.1351/pac-con-08-09-07.

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Salen complexes are a versatile and standard system in oxidation catalysis. Their reduced derivatives, called salan, share their versatility but are still widely unexplored. We report the synthesis of a group of new vanadium-salen and -salan complexes, their characterization and application in the oxidation of simple organic molecules with H2O2. The ligands are derived from pyridoxal and chiral diamines (1,2-diaminocyclohexane and 1,2-diphenylethylenediamine) and were easily obtained in high yields. The VIV complexes were prepared and characterized in the solid state (Fourier transform infrared, FTIR, and magnetic properties) and in solution by spectroscopic techniques: UV–vis, circular dichroism (CD), electron paramagnetic resonance (EPR), and 51V NMR, which provide information on the coordination geometry. Single crystals suitable for X-ray diffraction studies were obtained from solutions containing the VIV-pyr(S,S-chan) complex: [VVO{pyr(S,S-chen)}]2(μ-O)2·2(CH3)2NCHO, where the ligand is the “half” Schiff base formed by pyridoxal and 1S,2S-diaminocyclohexane. The dinuclear species shows a OVV(μ-O)2VVO unit with tridentate ligands and two μ-oxo bridges. The VIV complexes of the salan-type ligands oxidize in organic solvents to a VV species, and the process was studied by spectroscopic techniques. The complexes were tested as catalysts in the oxidation of styrene, cyclohexene, and cumene with H2O2 as oxidant. Overall, the V-salan complexes show higher activity than the parent V-salen complexes and are an alternative ligand system for oxidation catalysis.
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3

Zuo, Shengli, Shuxiang Zheng, Jianjun Liu, and Ang Zuo. "Mechanochemical synthesis of unsymmetrical salens for the preparation of Co–salen complexes and their evaluation as catalysts for the synthesis of α-aryloxy alcohols via asymmetric phenolic kinetic resolution of terminal epoxides." Beilstein Journal of Organic Chemistry 18 (October 10, 2022): 1416–23. http://dx.doi.org/10.3762/bjoc.18.147.

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In this paper, we report the mechanochemical synthesis of unsymmetrical salens using grinding and ball milling technologies, respectively, both of which were afforded in good yield. The chelating effect of the unsymmetrical salens with zinc, copper, and cobalt was studied and the chiral Co–salen complex 2f was obtained in 98% yield. Hydrolytic kinetic resolution (HKR) of epichlorohydrin with water catalyzed by complex 2f (0.5 mol %) was explored and resulted in 98% ee, suggesting complex 2f could serve as an enantioselective catalyst for the asymmetric ring opening of terminal epoxides by phenols. A library of α-aryloxy alcohols 3 was thereafter synthesized in good yield and high ee using 2f via the phenolic KR of epichlorohydrin.
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4

Karukurichi, Kannan R., Xiang Fei, Robert A. Swyka, Sylvain Broussy, Weijun Shen, Sangeeta Dey, Sandip K. Roy, and David B. Berkowitz. "Mini-ISES identifies promising carbafructopyranose-based salens for asymmetric catalysis: Tuning ligand shape via the anomeric effect." Science Advances 1, no. 6 (July 2015): e1500066. http://dx.doi.org/10.1126/sciadv.1500066.

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This study introduces new methods of screening for and tuning chiral space and in so doing identifies a promising set of chiral ligands for asymmetric synthesis. The carbafructopyranosyl-1,2-diamine(s) and salens constructed therefrom are particularly compelling. It is shown that by removing the native anomeric effect in this ligand family, one can tune chiral ligand shape and improve chiral bias. This concept is demonstrated by a combination of (i) x-ray crystallographic structure determination, (ii) assessment of catalytic performance, and (iii) consideration of the anomeric effect and its underlying dipolar basis. The title ligands were identified by a new mini version of the in situ enzymatic screening (ISES) procedure through which catalyst-ligand combinations are screened in parallel, and information on relative rate and enantioselectivity is obtained in real time, without the need to quench reactions or draw aliquots. Mini-ISES brings the technique into the nanomole regime (200 to 350 nmol catalyst/20 μl organic volume) commensurate with emerging trends in reaction development/process chemistry. The best-performing β-d-carbafructopyranosyl-1,2-diamine–derived salen ligand discovered here outperforms the best known organometallic and enzymatic catalysts for the hydrolytic kinetic resolution of 3-phenylpropylene oxide, one of several substrates examined for which the ligand is “matched.” This ligand scaffold defines a new swath of chiral space, and anomeric effect tunability defines a new concept in shaping that chiral space. Both this ligand set and the anomeric shape-tuning concept are expected to find broad application, given the value of chiral 1,2-diamines and salens constructed from these in asymmetric catalysis.
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5

Chaudhary, Pooja, Geeta Devi Yadav, Krishna K. Damodaran, and Surendra Singh. "Synthesis of new chiral Mn(iii)–salen complexes as recoverable and reusable homogeneous catalysts for the asymmetric epoxidation of styrenes and chromenes." New Journal of Chemistry 46, no. 3 (2022): 1308–18. http://dx.doi.org/10.1039/d1nj04758b.

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6

Soundararajan, Karthikeyan, Helen Ratna Monica Jeyarajan, Raju Subimol Kamarajapurathu, and Karthik Krishna Kumar Ayyanoth. "Facile and innovative catalytic protocol for intramolecular Friedel–Crafts cyclization of Morita–Baylis–Hillman adducts: Synergistic combination of chiral (salen)chromium(III)/BF3·OEt2 catalysis." Beilstein Journal of Organic Chemistry 17 (August 26, 2021): 2186–93. http://dx.doi.org/10.3762/bjoc.17.140.

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The chiral (salen)Cr(III)/BF3·OEt2 catalytic combination was found to be an effective catalyst for intramolecular Friedel–Crafts cyclization of electron-deficient Morita–Baylis–Hillman adducts. In presence of mild reaction conditions the chiral (salen)Cr(III)/BF3·OEt2 complex affords 2-substituted-1H-indenes from unique substrates of Morita–Baylis–Hillman adducts via an easy operating practical procedure.
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7

Ikbal, Sk Asif, Yoko Sakata, and Shigehisa Akine. "A chiral spirobifluorene-based bis(salen) zinc(ii) receptor towards highly enantioselective binding of chiral carboxylates." Dalton Transactions 50, no. 12 (2021): 4119–23. http://dx.doi.org/10.1039/d1dt00218j.

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8

Jia, Yihong, Asma A. Alothman, Rui Liang, Xiaoyong Li, Weiyi Ouyang, Xiangdong Wang, Yong Wu, et al. "Oligomeric (Salen)Mn(III) Complexes Featuring Tartrate Linkers Immobilized over Layered Double Hydroxide for Catalytically Asymmetric Epoxidation of Unfunctionalized Olefins." Materials 13, no. 21 (October 29, 2020): 4860. http://dx.doi.org/10.3390/ma13214860.

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A series of oligomeric (salen)Mn(III) complexes featuring tartrate linkers were prepared and immobilized over layered double hydroxide, and then used as catalysts for asymmetric epoxidation of unfunctionalized olefins. Comprehensive characterizations including 1H NMR, FT-IR, UV-Vis, elemental analysis, GPC, and ICP-AES were used to illustrate structures of oligomeric (salen)Mn(III) complexes, while powdered XRD, nitrogen physisorption, together with XPS studies provided further details to detect structures of heterogeneous catalysts. Interestingly, scanning electron microscopy found an interesting morphology change during modification of layered supporting material. Catalytic experiments indicated that configuration of major epoxide products was determined by salen chirality more than that of tartrate linker, but enantioselectivity (e.e. values) could be enhanced when tartrate and salen showed identical chiral configurations. Furthermore, the (R,R)-salen moieties linked with (R,R)-tartrate spacers usually offered higher enantioselectivity compared to other combinations. Lastly, Zn(II)/Al(III) layered double hydroxide played as a rigid supporting material in catalysis, showing positive chiral induction and high recycling potential in catalytic reactions.
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9

Pappalardo, Andrea, Francesco P. Ballistreri, Rosa Maria Toscano, Maria Assunta Chiacchio, Laura Legnani, Giovanni Grazioso, Lucia Veltri, and Giuseppe Trusso Sfrazzetto. "Alkene Epoxidations Mediated by Mn-Salen Macrocyclic Catalysts." Catalysts 11, no. 4 (April 2, 2021): 465. http://dx.doi.org/10.3390/catal11040465.

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Three new chiral Mn macrocycle catalysts containing 20 or 40 atoms in the macrocycle were synthetized and tested in the enantioselective epoxidation of cis-β-ethyl-styrene and 1,2-dihydronathalene. The effect of the presence of a binaphtol (BINOL) compound in the catalyst backbone has been evaluated, including by Density Functional Theory (DFT) calculations.
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10

Kim, Sung Soo. "Asymmetric cyanohydrin synthesis from aldehydes and ketones using chiral metal (salen) complex as catalyst." Pure and Applied Chemistry 78, no. 5 (January 1, 2006): 977–83. http://dx.doi.org/10.1351/pac200678050977.

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11

Saravanan, S., Noor-ul H. Khan, Ajay Jakhar, Amamudin Ansari, Rukhsana I. Kureshy, Sayed H. R. Abdi, and Gaurav Kumar. "Enantioselective Strecker reaction of aldimines using potassium cyanide catalyzed by a recyclable macrocyclic V(v) salen complex." RSC Advances 5, no. 121 (2015): 99951–58. http://dx.doi.org/10.1039/c5ra18914d.

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Chiral dimeric V(v) salen complexes have been synthesized and used as catalysts for asymmetric Strecker reaction of N-benzylimines using both KCN to produce chiral α-amino nitrile. The catalyst was recycled upto five times without loss in its activity.
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12

Tanaka, Daiki, Wataru Kawakubo, Erika Tsuda, Yuya Mitsumoto, Dong Hyun Yoon, Tetsushi Sekiguchi, Takashiro Akitsu, and Shuichi Shoji. "Microfluidic synthesis of chiral salen Mn(ii) and Co(ii) complexes containing lysozyme." RSC Advances 6, no. 85 (2016): 81862–68. http://dx.doi.org/10.1039/c6ra09975k.

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13

Roy, Tamal, Sunirmal Barik, Manish Kumar, Rukhsana I. Kureshy, Bishwajit Ganguly, Noor-ul H. Khan, Sayed H. R. Abdi, and Hari C. Bajaj. "Asymmetric hydrolytic kinetic resolution with recyclable polymeric Co(iii)–salen complexes: a practical strategy in the preparation of (S)-metoprolol, (S)-toliprolol and (S)-alprenolol: computational rationale for enantioselectivity." Catal. Sci. Technol. 4, no. 11 (2014): 3899–908. http://dx.doi.org/10.1039/c4cy00594e.

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14

Gao, Bo, Dongni Li, Yanhui Li, Qian Duan, Ranlong Duan, and Xuan Pang. "Ring-opening polymerization of lactide using chiral salen aluminum complexes as initiators: high productivity and stereoselectivity." New Journal of Chemistry 39, no. 6 (2015): 4670–75. http://dx.doi.org/10.1039/c5nj00469a.

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15

Puglisi, Roberta, Francesco P. Ballistreri, Chiara M. A. Gangemi, Rosa Maria Toscano, Gaetano A. Tomaselli, Andrea Pappalardo, and Giuseppe Trusso Sfrazzetto. "Chiral Zn–salen complexes: a new class of fluorescent receptors for enantiodiscrimination of chiral amines." New Journal of Chemistry 41, no. 3 (2017): 911–15. http://dx.doi.org/10.1039/c6nj03592b.

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16

Xi, Xiuxing, Jing Shao, Xingbang Hu, and Youting Wu. "Structure and asymmetric epoxidation reactivity of chiral Mn(iii) salen catalysts modified by different axial anions." RSC Advances 5, no. 98 (2015): 80772–78. http://dx.doi.org/10.1039/c5ra13178b.

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17

Li, Jiawei, Yanwei Ren, Chaorong Qi, and Huanfeng Jiang. "The first porphyrin–salen based chiral metal–organic framework for asymmetric cyanosilylation of aldehydes." Chemical Communications 53, no. 58 (2017): 8223–26. http://dx.doi.org/10.1039/c7cc03499g.

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18

Song, Feijie, Teng Zhang, Cheng Wang, and Wenbin Lin. "Chiral porous metal-organic frameworks with dual active sites for sequential asymmetric catalysis." Proceedings of the Royal Society A: Mathematical, Physical and Engineering Sciences 468, no. 2143 (March 14, 2012): 2035–52. http://dx.doi.org/10.1098/rspa.2012.0100.

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Metal-organic frameworks (MOFs) are a class of organic–inorganic hybrid materials built from metal-connecting nodes and organic-bridging ligands. They have received much attention in recent years owing to the ability to tune their properties for potential applications in various areas. Properly designed MOFs with uniform, periodically aligned active sites have shown great promise in catalysing shape-, size-, chemo-, regio- and stereo-selective organic transformations. This study reports the synthesis and characterization of two chiral MOFs (CMOFs 1 and 2 ) that are constructed from Mn-salen-derived dicarboxylic acids [salen is ( R , R )- N , N ′-bis(5- tert -butylsalicylidene)-1,2-cyclohexanediamine], bis(4-vinylbenzoic acid)-salen manganese(III) chloride (H 2 L 4 ) or bis(benzoic acid)-salen manganese(III) chloride (H 2 L 3 ) and [Zn 4 (μ 4 -O)(O 2 CR) 6 ] or [Zn 5 (H 2 O) 2 (μ 3 -OH) 2 (O 2 CR) 8 ] secondary building units (SBUs), respectively. The SBUs in CMOF- 1 are connected by the linear ditopic Mn-salen-derived linkers to construct a fourfold interpenetrated isoreticular MOF (IRMOF) structure with pcu topology. In CMOF- 2 , the Mn-salen centres dimerize in a cross-linking way to form a diamondoid structure with threefold interpenetration. CMOF- 1 was examined for highly regio- and stereo-selective tandem alkene epoxidation/epoxide ring-opening reactions by using the Mn-salen andZn 4 (μ 4 -O)(carboxylate) 6 active sites, respectively. Our work demonstrated the potential utility of chiral MOFs with multiple active sites in the efficient synthesis of complex molecules with excellent regio- and stereo-controls
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19

Qu, Lang, Chunbo Li, Guangyu Shen, Fei Gou, Jintong Song, Man Wang, Xuemei Xu, Xiangge Zhou, and Haifeng Xiang. "Syntheses, crystal structures, chirality and aggregation-induced phosphorescence of stacked binuclear platinum(ii) complexes with bridging Salen ligands." Materials Chemistry Frontiers 3, no. 6 (2019): 1199–208. http://dx.doi.org/10.1039/c9qm00105k.

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20

Lee, Kwang Yeon, Young Hee Lee, Chang Kyo Shin, and Geon Joong Kim. "Chiral (Salen) Complexes Encapsulated in Mesoporous ZSM-5 as an Optical Active Catalyst for Asymmetric Phenolic Ring Opening of Terminal Epoxides." Solid State Phenomena 124-126 (June 2007): 1809–12. http://dx.doi.org/10.4028/www.scientific.net/ssp.124-126.1809.

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ZSM-5 was modified by alkaline and acidic solution to introduce mesoporosity in the crystals. Heterogenized Co(III) salen was prepared in the mesopores of ZSM-5 by ‘ship-in-a-bottle’ method. Phenolic ring opening of epoxides was performed successfully by using encapsulated chiral salen catalysts. Very high enantioselectivity and conversion were obtained in PKR reaction by immobilized catalysts.
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21

Gao, Mengqiao, Rong Tan, Pengbo Hao, Yaoyao Zhang, Jiang Deng, and Donghong Yin. "Ultraviolet-responsive self-assembled metallomicelles for photocontrollable catalysis of asymmetric sulfoxidation in water." RSC Advances 7, no. 86 (2017): 54570–80. http://dx.doi.org/10.1039/c7ra11022g.

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Xing, Chen, Jiang Deng, Rong Tan, Mengqiao Gao, Pengbo Hao, Donghong Yin, and Dulin Yin. "Cooperative chiral salen TiIV catalyst supported on ionic liquid-functionalized graphene oxide accelerates asymmetric sulfoxidation in water." Catalysis Science & Technology 7, no. 24 (2017): 5944–52. http://dx.doi.org/10.1039/c7cy01511a.

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Wang, Weiying, Chaoping Li, Yibing Pi, Jiajun Wang, Rong Tan, and Donghong Yin. "Chiral salen Cr(iii) complexes encapsulated in thermo-responsive polymer nanoreactors for asymmetric epoxidation of alkenes in water." Catalysis Science & Technology 9, no. 20 (2019): 5626–35. http://dx.doi.org/10.1039/c9cy01398a.

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Thermo-responsive polymer nanoreactors containing chiral salen Cr(iii) complexes exhibited unprecedented efficiency and facile reusability in asymmetric epoxidation of unfunctionalized olefins in water.
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24

Savchuk, Mariia, Steven Vertueux, Thomas Cauchy, Matthieu Loumaigne, Francesco Zinna, Lorenzo Di Bari, Nicolas Zigon, and Narcis Avarvari. "Schiff-base [4]helicene Zn(ii) complexes as chiral emitters." Dalton Transactions 50, no. 30 (2021): 10533–39. http://dx.doi.org/10.1039/d1dt01752g.

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Shen, Guangyu, Fei Gou, Jinghui Cheng, Xiaohong Zhang, Xiangge Zhou, and Haifeng Xiang. "Chiral and non-conjugated fluorescent salen ligands: AIE, anion probes, chiral recognition of unprotected amino acids, and cell imaging applications." RSC Advances 7, no. 64 (2017): 40640–49. http://dx.doi.org/10.1039/c7ra08267c.

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Bandini, Marco, Pier Giorgio Cozzi, and Achille Umani-Ronchi. "Asymmetric synthesis with "privileged" ligands." Pure and Applied Chemistry 73, no. 2 (January 1, 2001): 325–29. http://dx.doi.org/10.1351/pac200173020325.

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Different types of chiral "privileged" ligands 1 and 2 in promoting enantioselective addition of allylating agents to aliphatic and aromatic aldehydes are described. Here, a new concept in the asymmetric allylation reaction is presented. Redox [Cr (Salen) ] mediated addition of allyl halides to carbonyl compounds is described, and mechanistic investigations are discussed. These results open access to the fascinating area of the catalytic redox processes mediated by metallo-Salen complexes.
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27

Huang, J., D. W. Qi, J. L. Cai, and X. H. Chen. "Retraction: Olefin epoxidation with chiral salen Mn(iii) immobilized on ZnPS-PVPA upon alkyldiamine." RSC Advances 10, no. 70 (2020): 43010. http://dx.doi.org/10.1039/d0ra90126a.

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28

Zabierowski, Piotr, Janusz Szklarzewicz, Ryszard Gryboś, Barbara Modryl, and Wojciech Nitek. "Assemblies of salen-type oxidovanadium(iv) complexes: substituent effects and in vitro protein tyrosine phosphatase inhibition." Dalton Trans. 43, no. 45 (2014): 17044–53. http://dx.doi.org/10.1039/c4dt02344g.

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A systematic study of 5,5′-disubstituted oxidovanadium(iv) complexes with a chiral salen type ligand showed variable assemblies of complex molecules dependent on steric and electronic factors of the substituents.
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Fu, Wenqin, Yibing Pi, Mengqiao Gao, Weiying Wang, Chaoping Li, Rong Tan, and Donghong Yin. "Light-controlled cooperative catalysis of asymmetric sulfoxidation based on azobenzene-bridged chiral salen TiIV catalysts." Chemical Communications 56, no. 44 (2020): 5993–96. http://dx.doi.org/10.1039/c9cc09827e.

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Azobenzene-bridged chiral salen TiIV catalysts enabled the cooperative bimetallic catalysis of asymmetric sulfoxidation in a light-controllable way through the E/Z photoisomerism of an azobenzene linker.
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Chen, Danping, Ran Luo, Meiyan Li, Mengqi Wen, Yan Li, Chao Chen, and Ning Zhang. "Salen(Co(iii)) imprisoned within pores of a metal–organic framework by post-synthetic modification and its asymmetric catalysis for CO2 fixation at room temperature." Chemical Communications 53, no. 79 (2017): 10930–33. http://dx.doi.org/10.1039/c7cc06522a.

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31

Roy, Susmita, Piyali Bhanja, Sk Safikul Islam, Asim Bhaumik, and Sk Manirul Islam. "A new chiral Fe(iii)–salen grafted mesoporous catalyst for enantioselective asymmetric ring opening of racemic epoxides at room temperature under solvent-free conditions." Chemical Communications 52, no. 9 (2016): 1871–74. http://dx.doi.org/10.1039/c5cc08675b.

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A new heterogeneous chiral Fe(iii)–salen grafted mesoporous catalyst has been synthesized for the enantioselective (ee > 99%) ARO reaction of racemic epoxides with aromatic amine under solvent-free conditions.
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Zheng, Weiguo, Rong Tan, Shenfu Yin, Yaoyao Zhang, Guangwu Zhao, Yaju Chen, and Donghong Yin. "Ionic liquid-functionalized graphene oxide as an efficient support for the chiral salen Mn(iii) complex in asymmetric epoxidation of unfunctionalized olefins." Catalysis Science & Technology 5, no. 4 (2015): 2092–102. http://dx.doi.org/10.1039/c4cy01290a.

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Chiral salen Mn(iii) complex covalently grafted on IL-functionalized GO sheet, was a highly efficient, universal and reusable catalyst for asymmetric epoxidation of unfunctionalized olefins using aqueous NaOCl as an oxidant.
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Xia, Xuexiu, Chengrong Lu, Bei Zhao, and Yingming Yao. "Lanthanide complexes combined with chiral salen ligands: application in the enantioselective epoxidation reaction of α,β-unsaturated ketones." RSC Advances 9, no. 24 (2019): 13749–56. http://dx.doi.org/10.1039/c9ra01529a.

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Zhang, Yaoyao, Rong Tan, Mengqiao Gao, Pengbo Hao, and Donghong Yin. "Bio-inspired single-chain polymeric nanoparticles containing a chiral salen TiIV complex for highly enantioselective sulfoxidation in water." Green Chemistry 19, no. 4 (2017): 1182–93. http://dx.doi.org/10.1039/c6gc02743a.

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Bio-inspired SCPNs containing a chiral salen TiIV complex in the IL-mediated hydrophobic cavity exhibited enzyme-mimetic activity, especially, outstanding selectivity, and facile reusability in enantioselective sulfoxidation in water.
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Islam, Md Mominul, Piyali Bhanja, Mita Halder, Sudipta K. Kundu, Asim Bhaumik, and Sk Manirul Islam. "Chiral Co(iii)–salen complex supported over highly ordered functionalized mesoporous silica for enantioselective aminolysis of racemic epoxides." RSC Advances 6, no. 111 (2016): 109315–21. http://dx.doi.org/10.1039/c6ra21523h.

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Zhang, Yaoyao, Rong Tan, Mengqiao Gao, Pengbo Hao, and Donghong Yin. "Correction: Bio-inspired single-chain polymeric nanoparticles containing a chiral salen TiIV complex for highly enantioselective sulfoxidation in water." Green Chemistry 19, no. 4 (2017): 1194. http://dx.doi.org/10.1039/c7gc90011b.

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Correction for ‘Bio-inspired single-chain polymeric nanoparticles containing a chiral salen TiIV complex for highly enantioselective sulfoxidation in water’ by Yaoyao Zhang et al., Green Chem., 2017, DOI: 10.1039/c6gc02743a.
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Bhunia, Asamanjoy, Subarna Dey, José María Moreno, Urbano Diaz, Patricia Concepcion, Kristof Van Hecke, Christoph Janiak, and Pascal Van Der Voort. "A homochiral vanadium–salen based cadmium bpdc MOF with permanent porosity as an asymmetric catalyst in solvent-free cyanosilylation." Chemical Communications 52, no. 7 (2016): 1401–4. http://dx.doi.org/10.1039/c5cc09459c.

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This chiral framework shows the highest H2 adsorption and CO2 capacity for currently known salen-based MOFs and shows an excellent performance as an asymmetric catalyst in solvent-free cyanosilylation.
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Huang, Jing, Xiangkai Fu, Gang Wang, Qiang Miao, and Guomin Wang. "Correction: Axially coordinated chiral salen Mn(iii) anchored onto azole onium modified ZnPS-PVPA as effective catalysts for asymmetric epoxidation of unfunctionalized olefins." Dalton Transactions 50, no. 23 (2021): 8258. http://dx.doi.org/10.1039/d1dt90084f.

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Correction for ‘Axially coordinated chiral salen Mn(iii) anchored onto azole onium modified ZnPS-PVPA as effective catalysts for asymmetric epoxidation of unfunctionalized olefins’ by Jing Huang et al., Dalton Trans., 2012, 41, 10661–10669, DOI: 10.1039/C2DT30081H.
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39

D'Urso, Alessandro, Cristina Tudisco, Francesco P. Ballistreri, Guglielmo G. Condorelli, Rosalba Randazzo, Gaetano A. Tomaselli, Rosa M. Toscano, Giuseppe Trusso Sfrazzetto, and Andrea Pappalardo. "Enantioselective extraction mediated by a chiral cavitand–salen covalently assembled on a porous silicon surface." Chem. Commun. 50, no. 39 (2014): 4993–96. http://dx.doi.org/10.1039/c4cc00034j.

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Zhao, Changjia, and Mukund Sibi. "Enantioselective and Diastereoselective Conjugate Radical Additions to α-Arylidene Ketones and Lactones." Synlett 28, no. 20 (October 20, 2017): 2971–75. http://dx.doi.org/10.1055/s-0036-1590930.

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A highly stereoselective conjugate radical addition to arylidene ketones and lactones has been developed. The conjugate radical additions using chiral salen Lewis acids proceeds with up to 99:1 dr and 87% ee in good to excellent chemical yields.
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41

Zhang, Yaoyao, Rong Tan, Guangwu Zhao, Xuanfeng Luo, and Donghong Yin. "Asymmetric epoxidation of unfunctionalized olefins accelerated by thermoresponsive self-assemblies in aqueous systems." Catalysis Science & Technology 6, no. 2 (2016): 488–96. http://dx.doi.org/10.1039/c5cy00953g.

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A thermoresponsive self-assembled nanoreactor, comprising a hydrophilic PNIPAAm shell and a hydrophobic chiral salen MnIII complex core, exhibits unprecedented efficiency and facile reusability in asymmetric epoxidation of unfunctionalized olefins in pure water without using any organic solvents.
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42

Zhang, Mingjie, Zhiyang Tang, Wenqin Fu, Weiying Wang, Rong Tan, and Donghong Yin. "An ionic liquid-functionalized amphiphilic Janus material as a Pickering interfacial catalyst for asymmetric sulfoxidation in water." Chemical Communications 55, no. 5 (2019): 592–95. http://dx.doi.org/10.1039/c8cc08292h.

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Novel IL-functionalized amphiphilic Janus chiral salen TiIV catalysts behaved as Pickering interfacial catalysts, dramatically accelerating asymmetric sulfoxidation with aq. H2O2 in water through the formation of stable Pickering emulsions.
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43

Li, Jiawei, Yanwei Ren, Chaorong Qi, and Huanfeng Jiang. "A chiral salen-based MOF catalytic material with high thermal, aqueous and chemical stabilities." Dalton Transactions 46, no. 24 (2017): 7821–32. http://dx.doi.org/10.1039/c7dt01116d.

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A highly stable chiral Ni(salen)-based MOF material possessing a 1D open channel can efficiently catalyze the cycloaddition of simulated industrial CO2 with epoxides, as well as the cycloaddition of epoxides with azides and alkynes under mild conditions.
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44

Zhao, Guangwu, Rong Tan, Yaoyao Zhang, Xuanfeng Luo, Chen Xing, and Donghong Yin. "Cooperative chiral salen TiIV catalysts with built-in phase-transfer capability accelerate asymmetric sulfoxidation in water." RSC Advances 6, no. 29 (2016): 24704–11. http://dx.doi.org/10.1039/c6ra01130f.

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Double chiral salen TiIV complexes were flexibly combined into a single molecule through a PEG-based di-imidazolium IL bridge, which provided cooperative, phase transfer catalysts for efficient asymmetric sulfoxidation in water with H2O2.
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45

Huang, Jing, Xiangkai Fu, Gang Wang, Yaqin Ge, and Qiang Miao. "Retraction: A series of novel types of immobilized chiral salen Mn(iii) on different organic polymer–inorganic hybrid crystalline zinc phosphonate–phosphate act as catalysts for asymmetric epoxidation of unfunctionalized olefins." Catalysis Science & Technology 11, no. 11 (2021): 3932. http://dx.doi.org/10.1039/d1cy90049h.

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Retraction for ‘A series of novel types of immobilized chiral salen Mn(iii) on different organic polymer–inorganic hybrid crystalline zinc phosphonate–phosphate act as catalysts for asymmetric epoxidation of unfunctionalized olefins’ by Jing Huang et al., Catal. Sci. Technol., 2012, 2, 1040–1050, DOI: 10.1039/C2CY00502F.
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46

Huang, Jing, Xiangkai Fu, and Qiang Miao. "Retraction: Synthesis of a novel type of chiral salen Mn(iii) complex immobilized on crystalline zinc poly(styrene-phenylvinylphosphonate)-phosphate (ZnPS-PVPP) as effective catalysts for asymmetric epoxidation of unfunctionalized olefins." Catalysis Science & Technology 11, no. 11 (2021): 3931. http://dx.doi.org/10.1039/d1cy90048j.

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Retraction for ‘Synthesis of a novel type of chiral salen Mn(iii) complex immobilized on crystalline zinc poly(styrene-phenylvinylphosphonate)-phosphate (ZnPS-PVPP) as effective catalysts for asymmetric epoxidation of unfunctionalized olefins’ by Jing Huang et al., Catal. Sci. Technol., 2011, 1, 1472–1482, DOI: 10.1039/C1CY00285F
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47

Zhou, Xiangge, Jin Zhao, Ana M. Santos, and Fritz E. Kühn. "Molybdenum(VI) cis-Dioxo Complexes with Chiral Schiff Base Ligands: Synthesis, Characterization, and Catalytic Applications." Zeitschrift für Naturforschung B 59, no. 11-12 (December 1, 2004): 1223–28. http://dx.doi.org/10.1515/znb-2004-11-1240.

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Abstract Three optically active Molybdenum (VI) dioxo complexes with tetrahydro salen and substituted tetrahydro salen derivatives as ligands were synthesized and examined as catalysts for asymmetric epoxidation. Complexes of the type MoO2(L)(Solv) and WO2(L) (L = tridentate, trans-2- aminocyclohexanol derived chiral Schiff base, Solv = alcohol) were prepared and characterized by elemental analysis, NMR and IR spectroscopy. These complexes are applicable as catalysts for olefin epoxidation reactions with tert-butyl hydroperoxide (TBHP) being the oxidizing agent. In case of cis-β -methylstyrene moderate enantiomeric excesses of up to 26% can be reached when the reaction is carried out at 0 ◦C.
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48

Sunaga, Nobumitsu, Tomoyuki Haraguchi, and Takashiro Akitsu. "Orientation of Chiral Schiff Base Metal Complexes Involving Azo-Groups for Induced CD on Gold Nanoparticles by Polarized UV Light Irradiation." Symmetry 11, no. 9 (September 2, 2019): 1094. http://dx.doi.org/10.3390/sym11091094.

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In this study, we report the synthesis, characterization, and chiroptical properties of azo-group-containing chiral salen type Schiff base Ni(II), Cu(II), and Zn(II) complexes absorbed on gold nanoparticles (AuNPs) of 10 nm diameters. Induced circular dichroism (CD) around the plasmon region from the chiral species weakly adsorbed on the surface of AuNP were observed when there were appropriate dipole–dipole interactions at the initial states. Spectral changes were also observed by not only cis-trans photoisomerization of azo-groups but also changes of orientation due to Weigert effect of azo-dyes after linearly polarized UV light irradiation. Spatial features were discussed based on dipole-dipole interactions mainly within an exciton framework.
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49

Zou, Xiaochuan, Yue Wang, Cun Wang, Kaiyun Shi, Yanrong Ren, and Xin Zhao. "Chiral MnIII (Salen) Immobilized on Organic Polymer/Inorganic Zirconium Hydrogen Phosphate Functionalized with 3-Aminopropyltrimethoxysilane as an Efficient and Recyclable Catalyst for Enantioselective Epoxidation of Styrene." Polymers 11, no. 2 (January 26, 2019): 212. http://dx.doi.org/10.3390/polym11020212.

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Organic polymers/inorganic zirconium hydrogen phosphate (ZSPP, ZPS-IPPA, and ZPS-PVPA) functionalized with 3-aminopropyltrimethoxysilane were prepared and used to support chiral MnIII (salen) complexes (Jacobsen’s catalyst). Different characterization methods demonstrated that the chiral MnIII (salen) complexes was successfully supported on the surface of the carrier (ZSPP, ZPS-IPPA, or ZPS-PVPA) through a 3-aminopropyltrimethoxysilane group spacer. The supported catalysts effectively catalyzed epoxidation of styrene with m-chloroperbenzoic acid (m-CPBA) as an oxidant in the presence of N-methylmorpholine N-oxide (NMO) as an axial base. These results (ee%, 53.3–63.9) were significantly better than those achieved under a homogeneous counterpart (ee%, 46.2). Moreover, it is obvious that there was no significant decrease in catalytic activity after the catalyst 3 was recycled four times (cons%: from 95.0 to 92.6; ee%: from 64.7 to 60.1). Further recycles of catalyst 3 resulted in poor conversions, although the enantioselectivity obtained was still higher than that of corresponding homogeneous catalyst even after eight times. After the end of the eighth reaction, the solid catalyst was allowed to stand in 2 mol/L of dilute hydrochloric acid overnight, prompting an unexpected discovery that the catalytic activity of the catalyst was recovered again at the 9th and 10th cycles of the catalyst.
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50

Du, Xia, Zijian Li, Yan Liu, Shiping Yang, and Yong Cui. "Chiral porous metal–organic frameworks containing μ-oxo-bis[Ti(salan)] units for asymmetric cyanation of aldehydes." Dalton Transactions 44, no. 29 (2015): 12999–3002. http://dx.doi.org/10.1039/c5dt01682g.

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Two chiral porous metal–organic frameworks containing μ-oxo-bis[Ti(salan)] dimers are constructed and shown to be efficient and recyclable heterogeneous catalysts for asymmetric cyanation reaction of aldehydes.
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