Academic literature on the topic 'Bisphosphines'

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Journal articles on the topic "Bisphosphines"

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Jones, Nathan D., Patric Meessen, Martin B. Smith, Udo Losehand, Steven J. Rettig, Brian O. Patrick, and Brian R. James. "Bisphosphine ligands containing two o-N,N-dimethylanilinyl substituents at each phosphorus atom." Canadian Journal of Chemistry 80, no. 11 (November 1, 2002): 1600–1606. http://dx.doi.org/10.1139/v02-127.

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The synthesis and complete characterization of the family of tetra(amine)bisphosphine ligands (o-NMe2C6H4)2P-(X)-P(o-NMe2C6H4)2, where X = CH2 (dmapm), (CH2)2 (dmape), and [Formula: see text] (dmapcp), are described. Crystal structure data are compared with known, analogous bisphosphines containing o-pyridyl or phenyl substituents in place of the o-dimethylanilinyl groups. Several short, intramolecular C-H···N distances in the anilinyl derivatives may represent the presence of weak hydrogen bonds. Key words: phosphine, amine, polydentate, hydrogen-bonding to N atoms.
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Förstera, Daniela, Ingo Hartenbach, Martin Nieger, and Dietrich Gudat. "On the Synthesis and Addition Reactions of Chiral N-Heterocyclic Diphosphines." Zeitschrift für Naturforschung B 67, no. 8 (August 1, 2012): 765–73. http://dx.doi.org/10.5560/znb.2012-0177.

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Reaction of chiral N-heterocyclic chlorophosphines with lithium diphenylphosphide or of achiral N-heterocyclic chlorophosphines with optically active lithium menthyl phosphide produces chiral N-heterocyclic diphosphines which can be utilized in subsequent diphosphination reactions with activated alkenes or alkynes. The reaction with alkynes proceeds stereospecifically to produce Zethylene- 1,2-bisphosphines which are readily converted to nickel(II) or palladium(II) complexes. Reactions with alkenes are synthetically less useful as the addition proceeds without any chiral induction at the newly formed stereocenters to yield inseparable mixtures of diastereomeric products. The molecular structures of chiral Z-ethylene-1,2-bisphosphine complexes and of a chiral N-heterocyclic chlorophosphine have been determined by single-crystal X-ray diffraction
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Allen, Aberdeen, Ling Ma, and Wenbin Lin. "Facile synthesis of chelating bisphosphine oxides and bisphosphines via palladium-catalyzed bishydrophosphinylation reactions." Tetrahedron Letters 43, no. 20 (May 2002): 3707–10. http://dx.doi.org/10.1016/s0040-4039(02)00609-3.

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Allen Jr., Aberdeen, Ling Ma, and Wenbin Lin. "ChemInform Abstract: Facile Synthesis of Chelating Bisphosphine Oxides and Bisphosphines via Palladium-Catalyzed Bishydrophosphinylation Reactions." ChemInform 33, no. 36 (May 20, 2010): no. http://dx.doi.org/10.1002/chin.200236169.

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Gourdel, Yann, Pascal Pellon, Loïc Toupet, and Maurice Le Corre. "Stereoselective synthesis of new functionalized bisphosphines." Tetrahedron Letters 35, no. 8 (February 1994): 1197–200. http://dx.doi.org/10.1016/0040-4039(94)88022-0.

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Bhat, Sajad A., Joel T. Mague, and Maravanji S. Balakrishna. "Gold(i) complexes of bisphosphines with bis(azol-1-yl)methane backbone: structure of a rare dinuclear gold(i) complex [(Au2Cl){CH2(1,2-C3H2N2PPh2)2}3Cl]." Dalton Transactions 44, no. 40 (2015): 17696–703. http://dx.doi.org/10.1039/c5dt03161c.

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Fourmigue, Marc, Sylvia Jarshow, and Patrick Batail. "New Tertiary Phosphines and Bisphosphines-Functionalized Tetrathiafulvalenes." Phosphorus, Sulfur, and Silicon and the Related Elements 75, no. 1-4 (February 1993): 175–84. http://dx.doi.org/10.1080/10426509308037393.

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Genet, Cédric, Steven J. Canipa, Peter O'Brien, and Sven Taylor. "Catalytic Asymmetric Synthesis of Ferrocenes andP-Stereogenic Bisphosphines." Journal of the American Chemical Society 128, no. 29 (July 2006): 9336–37. http://dx.doi.org/10.1021/ja062616f.

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GOURDEL, Y., P. PELLON, L. TOUPET, and M. LE CORRE. "ChemInform Abstract: Stereoselective Synthesis of New Functionalized Bisphosphines." ChemInform 25, no. 28 (August 19, 2010): no. http://dx.doi.org/10.1002/chin.199428231.

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Bhat, Sajad A., Madhusudan K. Pandey, Joel T. Mague, and Maravanji S. Balakrishna. "Coordination of bis(azol-1-yl)methane-based bisphosphines towards RuII, RhI, PdII and PtII: synthesis, structural and catalytic studies." Dalton Transactions 46, no. 1 (2017): 227–41. http://dx.doi.org/10.1039/c6dt04094b.

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This paper describes the transition metal chemistry of three bis(X-diphenylphosphino-azol-1-yl)-based bisphosphines: bis(2-Ph2P-imidazol-1-yl)methane (1), bis(5-Ph2P-pyrazol-1-yl)methane (2) and bis(5-Ph2P-1,2,4-triazol-1-yl)methane (3). These show versatility in their coordination behaviour.
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Dissertations / Theses on the topic "Bisphosphines"

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Long, James Maurice. "Synthesis of new axially chiral diphosphines and phosphinamines for asymmetric catalysis." Thesis, University of Oxford, 1996. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.337600.

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Carey, Joseph Vincent. "New bisphosphine ligands for asymmetric catalysis." Thesis, University of Oxford, 1991. http://ora.ox.ac.uk/objects/uuid:c1261e8d-baf4-476a-8954-f943588e1579.

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The success of homogeneous asymmetric catalysis has been attributed to the structure and stereochemistry of the coordinated ligand(s). The most effective ligands are C2-symmetrical bisphosphines containing either a rigid chiral backbone linking two PPh2 units or a bisphosphine, DIPAMP containing two chiral phosphine units linked by an achiral backbone. The synthesis of P-chiral ligands of this type has been severely hindered by the lack of a general synthetic route allowing the incorporation of phosphorus chirality without the need for separation of diastereomeric precursors or resolution of intermediate enantiomers. The objective of this work was to develop a general synthetic route to homochiral bulky arylphosphines with substantial flexibility in the groups at phosphorus and extend the approach to new P-chiral bisphosphines. In one approach, diastereomerically pure (2R, 4S, 5R)-2,5-diphenyl-3,4-dimethyl-1,3,2-oxazaphospholidine was prepared directly from PhPCl2 using l-ephedrine as a chiral auxiliary. Stereospecific oxidation using ButOOH gave the corresponding P-oxide which was shown to have R-stereochemistry at phosphorus by single-crystal X-ray diffraction studies. The compound reacted regiospecifically with ortho-anisylmagnesium bromide to afford the product formed by P-O bond cleavage with >96% d.e. and with retention of configuration at phosphorus as demonstrated by single-crystal X-ray diffraction studies. The l-ephedrine residue was replaced by O-methyl under acid-catalysis with inversion of configuration and with >95% e.e., the reaction was monitored by 1H n.m.r. spectroscopy which gave t1/2 of ca. 30 min. Attempts to incorporate para-fluorophenol using similar conditions led to the isolation of the pyrophosphinate in low yield. The OMe residue in the methyl (ortho-anisyl)phenylphosphinate was readily displaced by aliphatic Grignard reagents giving the corresponding phosphine oxides with inversion of configuration and with >95% e.e. Displacement of methoxy using aryl magnesium bromides showed similar enantioselectivity but in lower chemical yield, however the corresponding arylmagnesium chlorides were more efficient. In a second approach, diastereomerically pure (2R, 4S, 5R)-2-chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidine was prepared from PCl3 and l-ephedrine. The compound underwent diastereoselective P-C1 cleavage with aryl Grignard and aryllithium reagents with net retention of configuration at phosphorus and with 90% d.e. Oxidation of the ortho-anisyl derivative afforded (2R, 4S, 5R)-2-(ortho-anisyl)-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidine-2-oxide which was subsequently reacted with a range of bulky aryl Grignard reagents to afford the corresponding biarylphosphinamides with retention of configuration at phosphorus. Subsequent acid-catalysed methanolysis and displacement of the methoxy residue with PhMgCl afforded a range of bulky arylphosphine oxides with defined configuration at phosphorus with >95% e.e. as determined by 1H n.m.r. methods. (S)-ortho-anisyl (meta-anisyl)phenylphosphine oxide underwent regiospecific ortho-lithiation on the meta-anisyl ring which on quenching with D2O afforded the corresponding 2-deuteride in 80% yield. The 2-iodo analogue was also prepared although in low chemical purity and is a key precursor to new axially dissymmetric bisphosphines containing chiral phosphorus centres. Other approaches to P-chiral ferrocenyl ligands and biaryl ligands are also described and modifications for further development are implicated. An X-ray crystallographic study of six aryl-oxazaphospholidines is also presented and demonstrates the influence of the substituents at phosphorus in determining the conformation of the 1,3,2-oxazaphospholidine ring. A comparison with solution 1H n.m.r. data showed, in some cases, good correlation between the P-O-C-H dihedral angle and the corresponding solid state torsion angle.
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Dulai, Arminderjit Kaur. "New bisphosphine ligands for chromium-catalysed ethene oligormerisation." Thesis, University of Bristol, 2010. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.521061.

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Champkin, Paul Anthony. "A structural and electronic study of novel palladium bis-phosphate complexes." Thesis, University of Newcastle Upon Tyne, 2002. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.391274.

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Nichols, David Andrew. "Bisphosphine ligands, metallamacrocycles and a solid-supported alkene metathesis catalyst." Thesis, University of Glasgow, 2003. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.274103.

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Brogan, Samantha. "Development of new methodology for the synthesis of fluorine-containing compounds." Thesis, University of Edinburgh, 2013. http://hdl.handle.net/1842/7887.

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A set of mild conditions for the pentafluorophenylation of carbonyl compounds employing copper-bisphosphine catalysis have been developed. The optimised conditions allow access to a wide range of pentafluorophenyl benzyl alcohols in high yields. The reaction of aliphatic aldehydes and particularly electrophilic ketones to give products in moderate yields is also disclosed. An investigation into the reactivity of β-fluoroalkyl-α ,β -unsaturated carbonyl compounds was conducted. Asymmetric copper hydride reduction of β -fluoroalkyl-α , β-unsaturated ketones was found to preferentially give the allylic alcohol product resulting from 1,2 attack in up to 62% ee. Reaction of β-fluoroalkyl-α , β-unsaturated esters under similar conditions gave the product of conjugate reduction in higher enantiomeric excess; up to 99% was observed. Rhodium-catalysed arylation of β -fluoroalkyl-α , β-unsaturated ketones was also found to give the product of direct carbonyl attack. Conditions for the racemic reaction are described along with those for the enantioselective reaction of methyl ketones in up to 74% ee. Ruthenium catalysed arylation of β-fluoroalkyl-α ,β -unsaturated aldehydes employing Me-Bipam as ligand gave the desired secondary allylic alcohols in good yields and good to excellent enantiomeric excesses (14 examples, 76-87% ee).
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Sasakura, Kohei. "Studies on a Series of Transition Metal Complexes Derived from Alkyne-containing Bisphosphine Ligands." Kyoto University, 2020. http://hdl.handle.net/2433/254522.

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Nakajima, Sho. "Mechanistic and Synthetic Studies on Iron-Bisphosphine-Catalyzed Cross-Coupling Reactions of Alkyl Halides." 京都大学 (Kyoto University), 2017. http://hdl.handle.net/2433/225616.

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Guedeney, Nicolas. "Vers la vectorisation des bisphophonates par les peptides de pénétration cellulaire." Thesis, Sorbonne Paris Cité, 2018. http://www.theses.fr/2018USPCD024.

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De nos jours, une des stratégies majeures dans la modulation de la pharmacocinétique des composés bioactifs est leur vectorisation et l’obtention de formes prodrogues. Ce travail est centré sur la vectorisation d’antitumoraux phosphorés à l’aide de peptides favorisant le passage membranaire. Nous avons alors réalisé la conjugaison d’aminoalkyl-bisphosphonates avec des séquences peptidiques afin de modifier leur temps de rétention dans l’organisme et d’augmenter leur internalisation cellulaire. Différents espaceurs possédant un motif carbonylé insaturé ont été évalués dans le couplage par la réaction d’addition aza- et thiaMichael afin d’aboutir à l’obtention d’un conjugué peptide-alendronate. Une approche prodrogue a également été réalisée avec la synthèse de dérivés de type bisphosphinates et l’obtention d’un analogue de l’alendronate
Nowadays, one of the main strategies for pharmacokinetic modifications of bioactive compounds is their vectorization and the synthesis of prodrug derivatives. This work is focused on the vectorization of phosphorus antitumor agents with cell-penetrating peptides. We have then conjugated aminoalkyl-bisphosphonates with peptidic sequence to modify their retention time and increase their cellular internalization. Several linkers bearing an insaturated carbonyl moiety have been evaluated in conjugation by aza- and thia-Michael addition reaction to obtain a conjugated peptide-alendronate compounds. A prodrug approach has been conducted with the synthesis of bisphosphinate derivatives and an analog of alendronate has been obtained
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Pike, Sebastian David. "Investigating the chemistry of cationic rhodium bisphosphine complexes : comparing reactivity in the solid state with solution." Thesis, University of Oxford, 2014. http://ora.ox.ac.uk/objects/uuid:413c8a57-0a5e-4e51-8874-e48db8079675.

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This thesis describes the synthesis and characterisation of a series of cationic rhodium bis-phosphine complexes. The reactivity of these new complexes in the solid-state and in solution is reported. In Chapter 2 the synthesis of a series of rhodium bis-phosphine diene complexes is presented and the reactions of these complexes with hydrogen in the solid-state are investigated. Several examples of zwitterionic complexes coordinating the [BArF4] anion are produced by hydrogenation. A rare example of a sigma-alkane complex, [Rh(iBu2PCH2CH2PiBu2)(eta2-CH-eta2-CH-NBA][BArF4]─iBu2PCH2CH2PiBu2)(eta2-CH-eta2-CH-NBE][BArF4] may form as a short lived intermediate prior to the formation of the sigma-alkane complex. The temporal evolution of the solid-state hydrogenation reactions is monitored by powder X-ray diffraction methods. In Chapter 3 the C−X activation of various aryl halides using the [Rh(iBu2PCH2CH2PiBu2)]+ fragment is reported. The 'ligand innocence' of the phosphine with respect to intramolecular C−H activation is also discussed. A rare example of C−X activation in the solid-state is presented, which shows the formation of an isomer that is not observed by analogous solution routes. Chapter 4 investigates solid-state ligand exchange reactions using ethene, butadiene, CO and NH3 gases. A solid-state transfer dehydrogenation reaction is reported within single crystals of [Rh(iBu2PCH2CH2PiBu2)(C2H4)2][BArF4]. H/D exchange of NH3 can also occur in the solid state in the bis-ammonia complex [Rh(iBu2PCH2CH2PiBu2)(NH3)2][BArF4]. A variety of rhodium complexes are tested as heterogeneous catalysts for the hydrogenation of ethene and the isomerisation of butene. In Chapter 5 the binding affinity of a variety of fluorinated arenes to rhodium bis-phosphine fragments is presented using ESI-MS methods. The dependence upon the arene substituents, phosphine substituents and phosphine bite angle are discussed.
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Book chapters on the topic "Bisphosphines"

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Kubota, Koji. "Computational Insight into the Enantioselective Borylation of Aldehydes Catalyzed by Chiral Bisphosphine Copper(I) Complexes." In Synthesis of Functionalized Organoboron Compounds Through Copper(I) Catalysis, 129–46. Singapore: Springer Singapore, 2017. http://dx.doi.org/10.1007/978-981-10-4935-4_6.

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Fiaud, J. C., and A. Marinetti. "Approaches to Atropisomeric Biaryl Bisphosphines." In Organophosphorus Compounds (incl. RO-P and RN-P), 1. Georg Thieme Verlag KG, 2009. http://dx.doi.org/10.1055/sos-sd-042-00467.

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Garbaccio, R. M., and S. E. Wolkenberg. "Cationic Rhodium Complexes of Chiral -Symmetric Bisphosphines." In Three Carbon-Heteroatom Bonds: Acid Halides; Carboxylic Acids and Acid Salts, 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-020-01077.

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Barner, Bruce, James Babin, John Briggs, and Gregory Whiteker. "Asymmetric Catalysis Using Bisphosphite Ligands." In Catalysis of Organic Reactions. CRC Press, 2002. http://dx.doi.org/10.1201/9780203911013.ch26.

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"Asymmetric Catalysis Using Bisphosphite Ligands." In Catalysis of Organic Reactions, 386–95. CRC Press, 2002. http://dx.doi.org/10.1201/9780203911013-29.

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Davies, Stephen G., John P. McNally, and Andrew J. Smallridge. "Chemistry of the Cyciopentadienyl Bisphosphine Ruthenium Auxiliary." In Advances in Organometallic Chemistry, 1–76. Elsevier, 1990. http://dx.doi.org/10.1016/s0065-3055(08)60498-0.

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Garbaccio, R. M., and S. E. Wolkenberg. "Cationic Rhodium Complexes of Chiral -Symmetric Bisphosphinites." In Three Carbon-Heteroatom Bonds: Acid Halides; Carboxylic Acids and Acid Salts, 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-020-01078.

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Scarso, A., and G. Strukul. "Reaction of an Alkyl(bisphosphine)(hydroxy)palladium(II) Complex with an Alkyl Hydroperoxide." In Peroxides, Inorganic Esters (RO-X, X=Hal, S, Se, Te, N), 1. Georg Thieme Verlag KG, 2009. http://dx.doi.org/10.1055/sos-sd-038-00206.

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Joó, F. "Alkanoic Acids by Hydrogenation of Alkenoic Acids with a Water-Soluble Chiral Ruthenium(II)–Bisphosphine Catalyst." In Water in Organic Synthesis, 1. Georg Thieme Verlag KG, 2012. http://dx.doi.org/10.1055/sos-sd-206-00092.

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Benkoski, Léa, and Tristan H. Lambert. "Construction of Multiple Stereocenters." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0039.

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Erick M. Carreira at ETH Zürich reported (Science 2013, 340, 1065) the enantiose­lective α-allylation of aldehyde 1 with alcohol 2 to produce 3 using a dual catalytic system involving a chiral iridium complex and amine 5. This stereodivergent method allows access to all of the possible stereoisomers of 3. In a conceptually related proc­ess, John F. Hartwig at the University of California, Berkeley reported (J. Am. Chem. Soc. 2013, 135, 2068) the highly stereoselective allylic alkylation of azlactone 6 with allylic carbonate 7 catalyzed by a combination of Ir(cod)Cl₂, ligand 9, and racemic silver phosphate 10. An enantioselective three-component Mannich-type reaction of tert-butyl diazo­acetate, aniline, and imine 11 to produce α,β-bis(arylamino) acid derivative 13 under dual catalysis with Rh₂(OAc)₄ and acid 12 was developed (Synthesis 2013, 45, 452) by Wenhao Hu at the Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development. Keiji Maruoka at Kyoto University reported (Chem. Commun. 2013, 49, 1118) a one-pot cross double-Mannich reaction of acetylalde­hyde 14, and imines 16 and 17 using axially chiral amino sulfonamide 15 to obtain densely functionalized 1,3-diamine 18 as a single stereoisomer. Jeffrey S. Johnson at the University of North Carolina at Chapel Hill reported (Org. Lett. 2013, 15, 2446) the asymmetric synthesis of enantioenriched anti-α-hydroxy-β-amino acid derivative 21 from 19 by treatment with oxone followed by catalytic hydrogenation using Ru(II) complex 20. Naoya Kumagai and Masakatsu Shibasaki at the Institute of Microbial Chemistry found (Org. Lett. 2013, 15, 2632) that a sil­ver complex of bisphosphine 24 effected a syn-selective and highly enantioselective Mannich-type reaction of aldimine 22 and α-sulfanyl lactone 23 to furnish the stereo­diad 25 with very high ee. The enantioselective homocrotylation of octanal 26 with cyclopropylcarbinylbo­ronate 27 to produce alcohol 28 with high ee was disclosed (J. Am. Chem. Soc. 2013, 135, 82) by Isaac J. Krauss at Brandeis University with computational studies pro­vided by Kendall N. Houk at UCLA. Benjamin List at the Max-Planck-Institut für Kohlenforschung reported (J. Am. Chem. Soc. 2013, 135, 6677) the enantioselective epoxidation of cyclohexenone 29 utilizing cinchona alkaloid- derived catalyst 30.
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Conference papers on the topic "Bisphosphines"

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Krzemiński, Marek, Anna Kmieciak, and Monika Kołodziej. "New approach for the synthesis of pinane derived bisphosphines." In The 21st International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2017. http://dx.doi.org/10.3390/ecsoc-21-04741.

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