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Journal articles on the topic 'Activations C-H'

Author: Grafiati

Published: 16 November 2024

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1

Yang, Yajie, Jiaqi Huang, Hailu Tan, Lingkai Kong, Mengdan Wang, Yang Yuan, and Yanzhong Li. "Synthesis of cyano-substituted carbazoles via successive C–C/C–H cleavage." Organic & Biomolecular Chemistry 17, no. 4 (2019): 958–65. http://dx.doi.org/10.1039/c8ob03031f.

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2

Choi, Isaac, Julia Struwe, and Lutz Ackermann. "C–H activation by immobilized heterogeneous photocatalysts." Photochemical & Photobiological Sciences 20, no. 12 (November 16, 2021): 1563–72. http://dx.doi.org/10.1007/s43630-021-00132-9.

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AbstractDuring the last decades, the merger of photocatalysis with transition metal chemistry has been surfaced as a sustainable tool in modern molecular syntheses. This Account highlights major advances in synergistic photo-enabled C‒H activations. Inspired by our homogenous ruthenium- and copper-catalyzed C‒H activations in the absence of an exogenous photosensitizer, this Account describes the recent progress on heterogeneous photo-induced C‒H activation enabled by immobilized hybrid catalysts until September 2021, with a topical focus on recyclability as well as robustness of the heterogeneous photocatalyst.

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3

Ackermann, Lutz, Korkit Korvorapun, Ramesh C. Samanta, and Torben Rogge. "Remote C–H Functionalizations by Ruthenium Catalysis." Synthesis 53, no. 17 (April 19, 2021): 2911–46. http://dx.doi.org/10.1055/a-1485-5156.

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AbstractSynthetic transformations of otherwise inert C–H bonds have emerged as a powerful tool for molecular modifications during the last decades, with broad applications towards pharmaceuticals, material sciences, and crop protection. Consistently, a key challenge in C–H activation chemistry is the full control of site-selectivity. In addition to substrate control through steric hindrance or kinetic acidity of C–H bonds, one important approach for the site-selective C–H transformation of arenes is the use of chelation-assistance through directing groups, therefore leading to proximity-induced ortho-C–H metalation. In contrast, more challenging remote C–H activations at the meta- or para-positions continue to be scarce. Within this review, we demonstrate the distinct character of ruthenium catalysis for remote C–H activations until March 2021, highlighting among others late-stage modifications of bio-relevant molecules. Moreover, we discuss important mechanistic insights by experiments and computation, illustrating the key importance of carboxylate-assisted C–H activation with ruthenium(II) complexes.1 Introduction2 Stoichiometric Remote C–H Functionalizations3 meta-C–H Functionalizations4 para-C–H Functionalizations5 meta-/ortho-C–H Difunctionalizations6 Conclusions

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4

Li, Shuai-Shuai, Liu Qin, and Lin Dong. "Rhodium-catalyzed C–C coupling reactions via double C–H activation." Organic & Biomolecular Chemistry 14, no. 20 (2016): 4554–70. http://dx.doi.org/10.1039/c6ob00209a.

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5

Zhu, Haoran, Sen Zhao, Yu Zhou, Chunpu Li, and Hong Liu. "Ruthenium-Catalyzed C–H Activations for the Synthesis of Indole Derivatives." Catalysts 10, no. 11 (October 29, 2020): 1253. http://dx.doi.org/10.3390/catal10111253.

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The synthesis of substituted indoles has received great attention in the field of organic synthesis methodology. C–H activation makes it possible to obtain a variety of designed indole derivatives in mild conditions. Ruthenium catalyst, as one of the most significant transition-metal catalysts, has been contributing in the synthesis of indole scaffolds through C–H activation and C–H activation on indoles. Herein, we attempt to present an overview about the construction strategies of indole scaffold and site-specific modifications for indole scaffold via ruthenium-catalyzed C–H activations in recent years.

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6

Kerr, M. E., I. Ahmed, A. Gunay, N. J. Venditto, F. Zhu, E. A. Ison, and M. H. Emmert. "Non-directed, carbonate-mediated C–H activation and aerobic C–H oxygenation with Cp*Ir catalysts." Dalton Transactions 45, no. 24 (2016): 9942–47. http://dx.doi.org/10.1039/c6dt00234j.

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7

Ackermann, Lutz. "(Keynote) Metallaelectro-Catalyzed Bond Activations." ECS Meeting Abstracts MA2023-02, no. 52 (December 22, 2023): 2478. http://dx.doi.org/10.1149/ma2023-02522478mtgabs.

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Oxidative C–H activation has emerged as an increasingly powerful tool in molecular syntheses.[ 1] Despite major progress towards atom and step economy, these transformations largely rely on precious metal catalysts and stoichiometric amounts of toxic metal oxidants, compromising the overall sustainability of the C–H activation strategy. In contrast, employing electrooxidation in lieu of reactive chemical oxidants prevents undesired waste formation through oxidant economyand offers efficient use of renewable energies from sustainable sources for chemical bond formation.[2] Inexpensive Earth-abundant 3d metal[3] cobaltaelectrocatalysis set the stage for molecular syntheses at a unique level of resource economy.[4] Our studies towards metallaelectrocatalytic C–H and C–C activation will be discussed, with a topical focus on sustainable base metals.[5] References [1] a) L. Ackermann, Acc. Chem. Res. 2014, 47, 281–295; b) C. S. Yeung, V. M. Dong, Chem. Rev. 2011, 111, 1215–1292. [2] a) P. Gandeepan, L. H. Finger, T. H. Meyer, L. Ackermann, Chem. Soc. Rev. 2020, 49, 4254–4272; b) LA, Acc chem Rex 2020, C. Ma, P Fang, T.-S. Mei, ACS Catal. 2018, 7179–7189. [3] P. Gandeepan, T. Müller, D. Zell, G. Cera, S. Warratz, L. Ackermann, Chem. Rev. 2019, 111, 2192–2452. [4] Y. Qiu, M. Stangier, T. H. Meyer, J. C. A. Oliveira, L. Ackermann, Angew. Chem. Int. Ed. 2018, 57, 14179–14183; b) Y. Qiu, W.-J. Kong, J. Struwe, N. Sauermann, T. Rogge, A. Scheremetjew, L. Ackermann, Angew. Chem. Int. Ed. 2018, 57, 5828–5832. [5] a) R. Mei, N. Sauermann, J. C. A. Oliveira, L. Ackermann, J. Am. Chem. Soc. 2018, 140, 7913–7921;N. Sauermann, T. H. Meyer, C. Tian, L. Ackermann, J. Am. Chem. Soc. 2017, 139, 18452–18455. Figure 1

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8

Gunay, Ahmet, and Klaus H. Theopold. "C−H Bond Activations by Metal Oxo Compounds." Chemical Reviews 110, no. 2 (February 10, 2010): 1060–81. http://dx.doi.org/10.1021/cr900269x.

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9

Volla, Chandra M. R., Rahul K. Shukla, and Akshay M. Nair. "Allenes: Versatile Building Blocks in Cobalt-Catalyzed C–H Activation." Synlett 32, no. 12 (March 31, 2021): 1169–78. http://dx.doi.org/10.1055/a-1471-7307.

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AbstractThe unique reactivity of allenes has led to their emergence as valuable coupling partners in transition-metal-mediated C–H activation reactions. On the other hand, due to its high abundance and high Lewis acidity, cobalt is garnering widespread interest as a useful catalyst for C–H activation. Here, we summarize cobalt-catalyzed C–H activations involving allenes as coupling partners and then describe our studies on Co(III)-catalyzed C-8 dienylation of quinoline N-oxides with allenes bearing a leaving group at the α-position for realizing a dienylation protocol.

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10

Jun, Chul-Ho, and Chang-Hee Lee. "Chelation-Assisted C–H and C–C Bond Activation of Allylic Alcohols by a Rh(I) Catalyst under Microwave Irradiation." Synlett 29, no. 06 (November 16, 2017): 736–41. http://dx.doi.org/10.1055/s-0036-1591697.

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Chelation-assisted Rh(I)-catalyzed ketone synthesis from allylic alcohols and alkenes through C–H and C–C bond activations under microwave irradiation was developed. Aldimine is formed via olefin isomerization of allyl alcohol under Rh(I) catalysis and condensation with 2-amino-3-picoline, followed by continuous C–H and C–C bond activations to produce a dialkyl ketone. The addition of piperidine accelerates the reaction rate by promoting aldimine formation under microwave conditions.

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11

Wang, Yuxi, Bo Qiu, Lingfei Hu, Gang Lu, and Tao Xu. "Rh-Catalyzed Cascade C–C/Colefin–H Activations and Mechanistic Insight." ACS Catalysis 11, no. 15 (July 9, 2021): 9136–42. http://dx.doi.org/10.1021/acscatal.1c02480.

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12

Lu, Hong, Tian‐Tian Zhao, Jin‐Hua Bai, Dan Ye, Peng‐Fei Xu, and Hao Wei. "Divergent Coupling of Benzocyclobutenones with Indoles via C−H and C−C Activations." Angewandte Chemie 132, no. 52 (October 19, 2020): 23743–49. http://dx.doi.org/10.1002/ange.202010244.

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13

Lu, Hong, Tian‐Tian Zhao, Jin‐Hua Bai, Dan Ye, Peng‐Fei Xu, and Hao Wei. "Divergent Coupling of Benzocyclobutenones with Indoles via C−H and C−C Activations." Angewandte Chemie International Edition 59, no. 52 (October 19, 2020): 23537–43. http://dx.doi.org/10.1002/anie.202010244.

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14

Kumar, Puneet, and Janis Louie. "Nickel-Mediated Cycloaddition by Two Sequential CH Activations." Angewandte Chemie International Edition 50, no. 46 (September 27, 2011): 10768–69. http://dx.doi.org/10.1002/anie.201103621.

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15

Winkelhaus, Daniel, and Douglas W. Stephan. "Boron Perturbed Click Reactions Prompt Aromatic CH Activations." Angewandte Chemie International Edition 53, no. 21 (April 11, 2014): 5414–17. http://dx.doi.org/10.1002/anie.201402567.

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16

Winkelhaus, Daniel, and Douglas W. Stephan. "Boron Perturbed Click Reactions Prompt Aromatic CH Activations." Angewandte Chemie 126, no. 21 (April 11, 2014): 5518–21. http://dx.doi.org/10.1002/ange.201402567.

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17

Radhika, Sankaran, C. M. Afsina Abdulla, Thaipparambil Aneeja, and Gopinathan Anilkumar. "Silver-catalysed C–H bond activation: a recent review." New Journal of Chemistry 45, no. 35 (2021): 15718–38. http://dx.doi.org/10.1039/d1nj02156g.

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18

Wang, Yulei, João C. A. Oliveira, Zhipeng Lin, and Lutz Ackermann. "Electrooxidative Rhodium‐Catalyzed [5+2] Annulations via C−H/O−H Activations." Angewandte Chemie International Edition 60, no. 12 (February 8, 2021): 6419–24. http://dx.doi.org/10.1002/anie.202016895.

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19

Fokin, Andrey A., Tatyana E. Shubina, Pavel A. Gunchenko, Sergey D. Isaev, Alexander G. Yurchenko, and Peter R. Schreiner. "H-Coupled Electron Transfer in Alkane C−H Activations with Halogen Electrophiles." Journal of the American Chemical Society 124, no. 36 (September 2002): 10718–27. http://dx.doi.org/10.1021/ja0265512.

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20

Park, Ji Eun, and Youn K. Kang. "Evidence of a Wheland Intermediate in Carboxylate-Assisted C(sp2)−H Activation by Pd(IV) Active Catalyst Species Studied via DFT Calculations." Catalysts 13, no. 4 (April 11, 2023): 724. http://dx.doi.org/10.3390/catal13040724.

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Evidence of a Wheland intermediate in carboxylate-assisted C−H activation was found using DFT calculations when the Pd(IV) catalyst species was postulated as the active catalyst species (ACS). In order to delineate the reaction mechanism of Pd-catalyzed bisarylation of 3-alkylbenzofuran, five hypothetical catalyst species, [Pd(OAc)(PMe3)(Ph)] (I), [Pd(OAc)2] (II), [Pd(OAc)2(PMe3)] (III), [Pd(OAc)2(Ph)]+ (IV) and [Pd(OAc)2(PMe3)(Ph)]+ (V) were tested as potential ACS candidates. The catalyst species I, previously reported as an ACS in the context of ambiphilic metal−ligand assistance or a concerted metalation-deprotonation mechanism, was unsuccessful, with maximum activation barriers (ΔG‡max) for the C(sp2)−H and C(sp3)−H activations of 33.3 and 51.4 kcal/mol, respectively. The ΔG‡max values for the C(sp2)−H and C(sp3)−H activations of II−V were 23.8/28.7, 32.0/49.6, 10.9/10.9, and 36.0/36.0 kcal/mol, respectively, indicating that ACS is likely IV. This catalyst species forms an intermediate state (IV_1) before proceeding to the transition state (IV_TS1,2) for C(sp2)−H activation, in which C(2) atom of 3-methylbenzofuran has a substantial σ-character. The degree of σ-character of the IV_1 state was further evaluated quantitatively in terms of geometric parameters, partial charge distribution, and activation strain analysis. The analysis results support the existence of a Wheland intermediate, which has long been recognized as the manifestation of the electrophilic aromatic substitution mechanism yet never been identified computationally.

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21

Xiong, Feng, Bo Li, Chenrui Yang, Liang Zou, Wenbo Ma, Linghui Gu, Ruhuai Mei, and Lutz Ackermann. "Copper-mediated oxidative C−H/N−H activations with alkynes by removable hydrazides." Beilstein Journal of Organic Chemistry 17 (July 8, 2021): 1591–99. http://dx.doi.org/10.3762/bjoc.17.113.

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The efficient copper-mediated oxidative C–H alkynylation of benzhydrazides was accomplished with terminal alkynes. Thus, a heteroaromatic removable N-2-pyridylhydrazide allowed for domino C–H/N–H functionalization. The approach featured remarkable functional group compatibility and ample substrate scope. Thereby, highly functionalized aromatic and heteroaromatic isoindolin-1-ones were accessed with high efficacy with rate-limiting C–H cleavage.

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22

Paira, Moumita. "Recent Developments of Palladium-Catalyzed C(sp3)/C(sp2)-H Bond Functionalizations Assisted by 8-Aminoquinoline Bidentate Directing Group." Asian Journal of Chemistry 34, no. 8 (2022): 1958–74. http://dx.doi.org/10.14233/ajchem.2022.23774.

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Recently growing demand for cleaner, direct even more regioselective reaction sequences, the formation of carbon-carbon or carbon-heteroatom bonds through C-H activation has developed as a unique methodology. Since the pioneering work of Daugulis on the use of the 8-aminoquinoline auxiliaries as removable bidentate directing groups in palladium-catalyzed C-H bond activations has emerged as a ground breaking strategy for the construction of carbon-carbon or carbon-heteroatom bonds. Hence, this review intends to cover most of the recent advances on 8-aminoquinoline directed palladium-catalyzed C(sp3)/C(sp2)–H bonds functionalizations and highlighted the synthesis of C-branched glycosides.

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23

Boonjaeng, Somsak, Kedsarin Pimraksa, Arnon Chaipanich, Sutin Kuharuangrong, and Prinya Chindaprasirt. "Thermal Activation on Phase Formation of Alkaline Activated Kaolin Based System." Advanced Materials Research 770 (September 2013): 262–66. http://dx.doi.org/10.4028/www.scientific.net/amr.770.262.

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The research aim was to investigate phase development after pozzolanic reaction between metakaolin (MK) and calcium hydroxide (CH) with alkaline and thermal activations. The CH to MK ratio (C/M) of 0.4 generating CaO/SiO2 of 1.18 was selected in this study. Various concentrations of NaOH solutions (0.01, 0.1, 1, 3, 5 and 10 M) were used. The alkali activated samples were thermally activated at 25 °C, 70 °C, 90 °C and 130 °C for 4 h. Phase development under thermal activation of alkali activated metakaolin based system were investigated. At every temperature, C/M mixtures with 0.01 and 0.1 M NaOH promoted the formations of poorly crystalline calcium silicate hydrate (C-S-H(I)) and calcium aluminosilicate hydrate (CASH) compounds. With 3 and 5 M NaOH activations, sodium aluminosilicate hydrate (NASH) and sodium calcium silicate hydrate (NCSH) was formed. 1 M NaOH was found to be a boundary of phase transformation from C-S-H(I) and CASH to NASH and NCSH. In addition, zeolite X and sodalite appeared when NaOH solution reached 10 M. Thermal activation significantly affected phase development at high concentration of alkaline activation (1-10 M). At 1 M NaOH, NASH compounds in a form of gmelinite and zeolite ZK-14 were found at 70-90 °C. At 3-5 M, katoite was found at 70-130 °C. At 10 M, zeolite X was found at 70-90 °C. Sodalite was also found at 130 °C with 10 M NaOH.

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24

Jiménez, M. Victoria, Eduardo Sola, Javier Caballero, Fernando J. Lahoz, and Luis A. Oro. "Alkene C−H Activations at Dinuclear Complexes Promoted by Oxidation." Angewandte Chemie 114, no. 7 (April 2, 2002): 1256–59. http://dx.doi.org/10.1002/1521-3757(20020402)114:7<1256::aid-ange1256>3.0.co;2-y.

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25

Jiménez, M. Victoria, Eduardo Sola, Javier Caballero, Fernando J. Lahoz, and Luis A. Oro. "Alkene C−H Activations at Dinuclear Complexes Promoted by Oxidation." Angewandte Chemie International Edition 41, no. 7 (April 2, 2002): 1208–11. http://dx.doi.org/10.1002/1521-3773(20020402)41:7<1208::aid-anie1208>3.0.co;2-f.

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26

Tan, Runyu, and Datong Song. "C−H and C−S Activations of Quinoline-Functionalized Thiophenes by Platinum Complexes." Organometallics 30, no. 6 (March 28, 2011): 1637–45. http://dx.doi.org/10.1021/om101171s.

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27

Gao, Yang, Peng-Fei Cui, Francisco Aznarez, and Guo-Xin Jin. "Iridium-Induced Regioselective B−H and C−C Activations at Azo-Substitutedo-Carboranes." Chemistry - A European Journal 24, no. 41 (July 4, 2018): 10357–63. http://dx.doi.org/10.1002/chem.201801381.

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28

Liu, Jialin, Xiaoyu Xiong, Jie Chen, Yuntao Wang, Ranran Zhu, and Jianhui Huang. "Double C–H Activation for the C–C bond Formation Reactions." Current Organic Synthesis 15, no. 7 (October 16, 2018): 882–903. http://dx.doi.org/10.2174/1570179415666180720111422.

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Background: Among the numerous bond-forming patterns, C–C bond formation is one of the most useful tools for building molecules for the chemical industry as well as life sciences. Recently, one of the most challenging topics is the study of the direct coupling reactions via multiple C–H bond cleavage/activation processes. A number of excellent reviews on modern C–H direct functionalization have been reported by Bergman, Bercaw, Yu and others in recent years. Among the large number of available methodologies, Pdcatalyzed reactions and hypervalent iodine reagent mediated reactions represent the most popular metal and non-metal involved transformations. However, the comprehensive summary of the comparison of metal and non-metal mediated transformations is still not available. Objective: The review focuses on comparing these two types of reactions (Pd-catalyzed reactions and hypervalent iodine reagent mediated reactions) based on the ways of forming new C–C bonds, as well as the scope and limitations on the demonstration of their synthetic applications. Conclusion: Comparing the Pd-catalyzed strategies and hypervalent iodine reagent mediated methodologies for the direct C–C bond formation from activation of C-H bonds, we clearly noticed that both strategies are powerful tools for directly obtaining the corresponding pruducts. On one hand, the hypervalent iodine reagents mediated reactions are normally under mild conditions and give the molecular diversity without the presence of transition-metal, while the Pd-catalyzed approaches have a broader scope for the wide synthetic applications. On the other hand, unlike Pd-catalyzed C-C bond formation reactions, the study towards hypervalent iodine reagent mediated methodology mainly focused on the stoichiometric amount of hypervalent iodine reagent, while few catalytic reactions have been reported. Meanwhile, hypervalent iodine strategy has been proved to be more efficient in intramolecular medium-ring construction, while there are less successful examples on C(sp3)–C(sp3) bond formation. In summary, we have demonstrated a number of selected approaches for the formation of a new C–C bond under the utilization of Pd-catalyzed reaction conditions or hyperiodine reagents. The direct activations of sp2 or sp3 hybridized C–H bonds are believed to be important strategies for the future molecular design as well as useful chemical entity synthesis.

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29

Holthausen, Max C., and Wolfram Koch. "A Theoretical View on Co+-Mediated C−C and C−H Bond Activations in Ethane." Journal of the American Chemical Society 118, no. 41 (January 1996): 9932–40. http://dx.doi.org/10.1021/ja954090x.

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30

Adams, Richard D., Poonam Dhull, and Jonathan D. Tedder. "Multiple aromatic C–H bond activations by a dirhenium carbonyl complex." Chemical Communications 54, no. 26 (2018): 3255–57. http://dx.doi.org/10.1039/c7cc08556g.

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Multiple aromatic CH activations by a dirhenium complex have provided meta-related dimetallated arene rings in the complexes Re₂(CO)₈(μ-H)(μ-η²-1,2-μ-η²-3,4-C₁₄H₈)Re₂(CO)₈(μ-H), 3 and Re₂(CO)₈(μ-H)(μ-η¹-1,μ-η¹-3-C₆H₄)Re₂(CO)₈(μ-H), 4.

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31

Adams, Richard D., and Poonam Dhull. "Multiple activations of CH bonds in arenes and heteroarenes." Dalton Transactions 48, no. 24 (2019): 8530–40. http://dx.doi.org/10.1039/c9dt01584a.

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Re₂(CO)₈(μ-C₆H₅)(μ-H) reacts with anthracene four times to yield the quadruply CH activated complex [Re₂(CO)₈(μ-H)]₄(μ-η²-1,2-μ-η²-3,4-μ-η²-5,6-μ-η²-7,8-C₁₄H₆).

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32

Gao, Yang, Shu-Ting Guo, Peng-Fei Cui, Francisco Aznarez, and Guo-Xin Jin. "Iridium-induced regioselective B–H and C–H activations at azo-substitutedm-carboranes: facile access to polynuclear complexes." Chemical Communications 55, no. 2 (2019): 210–13. http://dx.doi.org/10.1039/c8cc09084j.

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Iridium-induced selective C–H and B(2,3)–H bond activations have been achieved atm-carboranes featuring azobenzene directing groups. A series of mononuclear, dinuclear and trinuclear complexes have been obtained.

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33

Li, Jingjing, Dongju Zhang, Hongjian Sun, and Xiaoyan Li. "Computational rationalization of the selective C–H and C–F activations of fluoroaromatic imines and ketones by cobalt complexes." Org. Biomol. Chem. 12, no. 12 (2014): 1897–907. http://dx.doi.org/10.1039/c3ob42384k.

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34

Váňa, Jiří, Jiří Hanusek, and Miloš Sedlák. "Bi and trinuclear complexes in palladium carboxylate-assisted C–H activation reactions." Dalton Transactions 47, no. 5 (2018): 1378–82. http://dx.doi.org/10.1039/c7dt04269h.

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35

Dasgupta, Moutusi, Haregewine Tadesse, Alexander J. Blake, and Samaresh Bhattacharya. "Interaction of N-(aryl)picolinamides with iridium. N–H and C–H bond activations." Journal of Organometallic Chemistry 693, no. 20 (October 2008): 3281–88. http://dx.doi.org/10.1016/j.jorganchem.2008.07.027.

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36

Shen, Zhigao, Isaac Maksso, Rositha Kuniyil, Torben Rogge, and Lutz Ackermann. "Rhodaelectro-catalyzed chemo-divergent C–H activations with alkylidenecyclopropanes for selective cyclopropylations." Chemical Communications 57, no. 30 (2021): 3668–71. http://dx.doi.org/10.1039/d0cc08123j.

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37

Bay, Katherine L., Yun-Fang Yang, and K. N. Houk. "Multiple roles of silver salts in palladium-catalyzed C–H activations." Journal of Organometallic Chemistry 864 (June 2018): 19–25. http://dx.doi.org/10.1016/j.jorganchem.2017.12.026.

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38

Levine, Daniel S., T. Don Tilley, and Richard A. Andersen. "C–H Bond Activations by Monoanionic, PNP-Supported Scandium Dialkyl Complexes." Organometallics 34, no. 19 (May 11, 2015): 4647–55. http://dx.doi.org/10.1021/acs.organomet.5b00213.

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39

Adams, Richard D., Poonam Dhull, Matthew Pennachio, Marina A. Petrukhina, and Mark D. Smith. "Multiple C−H Bond Activations in Corannulene by a Dirhenium Complex." Chemistry – A European Journal 25, no. 16 (February 18, 2019): 4234–39. http://dx.doi.org/10.1002/chem.201806405.

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40

Gao, Yang, Peng-Fei Cui, Francisco Aznarez, and Guo-Xin Jin. "Iridium-Induced Regioselective B−H and C−C Activations at Azo-Substituted o -Carboranes." Chemistry - A European Journal 24, no. 41 (July 5, 2018): 10270. http://dx.doi.org/10.1002/chem.201802991.

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41

Ramineni, Kishore, Kairui Liu, Cheng Zhang, Xuke Chen, Guangjin Hou, Pan Gao, Ravi Balaga, et al. "Synchronized C–H Activations at Proximate Dinuclear Pd2+ Sites on Silicotungstate for Oxidative C–C Coupling." ACS Catalysis 11, no. 6 (March 3, 2021): 3455–65. http://dx.doi.org/10.1021/acscatal.0c05207.

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42

Mantry, Lusina, Rajaram Maayuri, Vikash Kumar, and Parthasarathy Gandeepan. "Photoredox catalysis in nickel-catalyzed C–H functionalization." Beilstein Journal of Organic Chemistry 17 (August 31, 2021): 2209–59. http://dx.doi.org/10.3762/bjoc.17.143.

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Catalytic C‒H functionalization has become a powerful strategy in organic synthesis due to the improved atom-, step- and resource economy in comparison with cross-coupling or classical organic functional group transformations. Despite the significant advances in the metal-catalyzed C‒H activations, recent developments in the field of metallaphotoredox catalysis enabled C‒H functionalizations with unique reaction pathways under mild reaction conditions. Given the relative earth-abundance and cost-effective nature, nickel catalysts for photoredox C‒H functionalization have received significant attention. In this review, we highlight the developments in the field of photoredox nickel-catalyzed C‒H functionalization reactions with a range of applications until summer 2021.

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Zhang, Yuanyuan, and Nathan D. Schley. "Reversible alkoxycarbene formation by C–H activation of ethers via discrete, isolable intermediates." Chemical Communications 53, no. 13 (2017): 2130–33. http://dx.doi.org/10.1039/c6cc09838j.

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Vasseur, Alexandre, Lionel Perrin, Odile Eisenstein, and Ilan Marek. "Remote functionalization of hydrocarbons with reversibility enhanced stereocontrol." Chemical Science 6, no. 5 (2015): 2770–76. http://dx.doi.org/10.1039/c5sc00445d.

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Zhang, Dongju, Xuebing Fu, Ruoxi Wang, and Chengbu Liu. "Theoretical study of the reaction of titanium ion with ethane Structure, mechanism, and potential energy surface." Canadian Journal of Chemistry 83, no. 5 (May 1, 2005): 485–92. http://dx.doi.org/10.1139/v05-076.

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Density functional theory in its B3LYP variant has been used to study the reaction of Ti+ (4F) with ethane in the gas phase. The potential energy surface corresponding to [Ti, C2, H6]+, has been examined in detail at the B3LYP/6-311++G(3df,3pd)//B3LYP/6-311+G(d,p) level of theory. The quality of this theoretical method has been calibrated against the available thermochemical data. Three activation branches, CH, CC, and synchronous CH and CC bond activations, were proposed along the reaction coordinates, and two new mechanisms, the sequential 1,1-H2 elimination and the concerted elimination of CH4, were found.Key words: Ti+, ethane, reaction mechanism, potential energy surface, density functional theory.

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Cerón-Camacho, Ricardo, Manuel A. Roque-Ramires, Alexander D. Ryabov, and Ronan Le Lagadec. "Cyclometalated Osmium Compounds and beyond: Synthesis, Properties, Applications." Molecules 26, no. 6 (March 12, 2021): 1563. http://dx.doi.org/10.3390/molecules26061563.

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The synthesis of cyclometalated osmium complexes is usually more complicated than of other transition metals such as Ni, Pd, Pt, Rh, where cyclometalation reactions readily occur via direct activation of C–H bonds. It differs also from their ruthenium analogs. Cyclometalation for osmium usually occurs under more severe conditions, in polar solvents, using specific precursors, stronger acids, or bases. Such requirements expand reaction mechanisms to electrophilic activation, transmetalation, and oxidative addition, often involving C–H bond activations. Osmacycles exhibit specific applications in homogeneous catalysis, photophysics, bioelectrocatalysis and are studied as anticancer agents. This review describes major synthetic pathways to osmacycles and related compounds and discusses their practical applications.

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Li, Bin, and Pierre H. Dixneuf. "Metal-catalyzed silylation of sp3C–H bonds." Chemical Society Reviews 50, no. 8 (2021): 5062–85. http://dx.doi.org/10.1039/d0cs01392g.

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Metal-catalyzed activations of inert sp³C–H bonds have recently brought a revolution in the synthesis of useful molecules and molecular materials, due to the interest of the formed sp³C–SiR₃ silanes, stable organometallic species, and for further functionalizations that sp³C–H bonds cannot reach directly.

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Boudreault, Pierre-Luc T., Miguel A. Esteruelas, Erik Mora, Enrique Oñate, and Jui-Yi Tsai. "Pyridyl-Directed C–H and C–Br Bond Activations Promoted by Dimer Iridium-Olefin Complexes." Organometallics 37, no. 21 (October 10, 2018): 3770–79. http://dx.doi.org/10.1021/acs.organomet.8b00500.

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Torres, Francisco, Eduardo Sola, Marta Martín, José A. López, Fernando J. Lahoz, and Luis A. Oro. "C−H Bond Activations by New Labile η6-Arene Complexes of Iridium." Journal of the American Chemical Society 121, no. 45 (November 1999): 10632–33. http://dx.doi.org/10.1021/ja9923890.

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Spencer, John, Babur Z. Chowdhry, Anthony I. Mallet, Rajendra P. Rathnam, Trushar Adatia, Alan Bashall, and Frank Rominger. "C–H activations on a 1H-1,4-benzodiazepin-2(3H)-one template." Tetrahedron 64, no. 26 (June 2008): 6082–89. http://dx.doi.org/10.1016/j.tet.2008.01.059.

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