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Journal articles on the topic 'BINAP'

Author: Grafiati

Published: 4 June 2021

Last updated: 17 February 2022

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1

Ohkuma, Takeshi, and Nobuhito Kurono. "ChemInform Abstract: BINAP." ChemInform 42, no. 50 (2011): no. http://dx.doi.org/10.1002/chin.201150221.

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2

Wheaton, Craig A., Michael C. Jennings, and Richard J. Puddephatt. "Complexes of Gold(I) with a Chiral Diphosphine Ligand: A Polymer with Both Au···Ag and Ag···Ag Metallophilic Bonds." Zeitschrift für Naturforschung B 64, no. 11-12 (2009): 1469–77. http://dx.doi.org/10.1515/znb-2009-11-1230.

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The chemistry of gold(I) with the ligand binap = 2,2'-bis(diphenylphosphino)-1,1' -binaphthyl is reported. Reaction of [Au2Cl2(μ-binap)] with silver trifluoroacetate gave the corresponding complex [Au2(O2CCF3)2(μ-binap)], and crystallization in the presence of excess silver trifluoroacetate gave the unusual syndiotactic polymeric complex [{Au2Ag2(μ-O2CCF3)4(μ-binap)}n], which contains both Au・・・Ag and Ag・・・Ag metallophilic bonds. The trifluoroacetate ligands in [Au2(O2CCF3)2(μ- binap)] can be replaced by nitrogen or phosphorus donor ligands to give complexes [Au2(κ1-4,4'- bipyridine)2(μ-bi

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3

Shekhar, Shashank, Per Ryberg, and John F. Hartwig. "Oxidative Addition of Phenyl Bromide to Pd(BINAP) vs Pd(BINAP)(amine). Evidence for Addition to Pd(BINAP)." Organic Letters 8, no. 5 (2006): 851–54. http://dx.doi.org/10.1021/ol0528890.

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4

Gibson, Susan E., Karina A. C. Kaufmann, Jennifer A. Loch, and Ayako Miyazaki. "Metal carbonyl complexes and chirality." Pure and Applied Chemistry 80, no. 5 (2008): 903–11. http://dx.doi.org/10.1351/pac200880050903.

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A study of the Pauson-Khand reaction (PKR) based on Co2(CO)8 and binap has revealed that a key precatalyst is (binap)Co2(CO)6, and that alkynes add to this species to generate isomers that interconvert under typical PKR conditions. A 31P NMR study of (binap)(N-(prop-2-enyl)-N-(prop-2-ynyl)-p-toluenesulfonamide)Co2(CO)4 revealed that heating this species gives rise to an unexpected cobalt hydride species (binap)Co(CO)2H together with (binap)Co2(CO)6. Observation of a PKR reaction by 31P NMR spectroscopy revealed that the hydride species is generated during the course of the reaction.

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5

Kono, Yuki, Kazuki Nakabayashi, Sayaka Kitamura, Reiko Kuroda, Michiya Fujiki, and Yoshitane Imai. "A comparison of circularly polarised luminescent BINAP and BINAPO as chiral binaphthyl luminophores." Tetrahedron 71, no. 23 (2015): 3985–89. http://dx.doi.org/10.1016/j.tet.2015.04.048.

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6

Arshad, Nuzhat, and C. Oliver Kappe. "ChemInform Abstract: Heterocyclic BINAP Analogues." ChemInform 41, no. 28 (2010): no. http://dx.doi.org/10.1002/chin.201028260.

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7

Wu, Peng, Guojun Deng, Qinghua Fan, et al. "Assembling Behavior of BINAP Derivative." Chemistry Letters 31, no. 7 (2002): 706–7. http://dx.doi.org/10.1246/cl.2002.706.

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8

Zarate, Ximena, Eduardo Schott, Rodrigo Ramirez-Tagle, Desmond MacLeod-Carey, and Ramiro Arratia-Pérez. "Photophysical properties of [Cu(binap)2]+ and [Pd(binap)2] complexes: A theoretical study." Polyhedron 37, no. 1 (2012): 54–59. http://dx.doi.org/10.1016/j.poly.2012.02.009.

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9

Wöste, Thorsten H., and Martin Oestreich. "BINAP versus BINAP(O) in Asymmetric Intermolecular Mizoroki-Heck Reactions: Substantial Effects on Selectivities." Chemistry - A European Journal 17, no. 42 (2011): 11914–18. http://dx.doi.org/10.1002/chem.201101695.

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10

Tominaga, Hiroshi, Ken Sakai, and Taro Tsubomura. "Structure and photophysical properties of [Pt0(binap)2][binap = 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl]." J. Chem. Soc., Chem. Commun., no. 22 (1995): 2273–74. http://dx.doi.org/10.1039/c39950002273.

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11

Li, Yanjun, and Taeko Izumi. "A Novel Asymmetric reduction of Nitroolefin 2-Nitro-1-Phenyl-1-Propene by Using BINAP-Ruthenium(II) Complexes." Journal of Chemical Research 2003, no. 3 (2003): 128–29. http://dx.doi.org/10.3184/030823403103173462.

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The ruthenium BINAP complex, [Ru(OAc)2{(S)-BINAP}], can catalyse the hydrogenation of 2-nitro-1-phenyl-1-propene (1) to give optically active 2-nitro-1-phenylpropane (2) in moderate enantiomeric excess.

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12

Gibson, Susan E., Karina A. C. Kaufmann, Jennifer A. Loch, Jonathan W. Steed, and Andrew J. P. White. "A Study of [Co2(alkyne)(binap)(CO)4] Complexes (BINAP=(1,1?-Binaphthalene)-2,2?-diylbis(diphenylphosphine))." Chemistry - A European Journal 11, no. 8 (2005): 2566–76. http://dx.doi.org/10.1002/chem.200401210.

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13

Ohta, Tetsuo, Hiroshi Ikegami, Tsutomu Miyake, and Hidemasa Takaya. "BINAP-Ru(II) and BINAP-Rh(I)-catalyzed asymmetric hydrogenation of olefins without heteroatom-functionalities." Journal of Organometallic Chemistry 502, no. 1-2 (1995): 169–76. http://dx.doi.org/10.1016/0022-328x(95)05819-b.

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14

ROUHI, A. MAUREEN. "What's Up With BINOL and BINAP?" Chemical & Engineering News 78, no. 36 (2000): 40–42. http://dx.doi.org/10.1021/cen-v078n036.p040.

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15

Birdsall, David J., Eric G. Hope, Alison M. Stuart, Weiping Chen, Yulai Hu, and Jianliang Xiao. "Synthesis of fluoroalkyl-derivatised BINAP ligands." Tetrahedron Letters 42, no. 48 (2001): 8551–53. http://dx.doi.org/10.1016/s0040-4039(01)01835-4.

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16

Zhang, Xiaoyong, Kazushi Mashima, Kinko Koyano, et al. "Synthesis of partially hydrogenated BINAP variants." Tetrahedron Letters 32, no. 49 (1991): 7283–86. http://dx.doi.org/10.1016/0040-4039(91)80499-v.

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17

Akutagawa, Susumu. "Asymmetric synthesis by metal BINAP catalysts." Applied Catalysis A: General 128, no. 2 (1995): 171–207. http://dx.doi.org/10.1016/0926-860x(95)00097-6.

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18

Wong, Wai-Wok, Jing-Xing Gao, Wing-Tak Wong, and Chi-Ming Che. "Preparation of copper(I) binap-P2N2 complexes; crystal and molecular structure of [Cu(Binap-P2N2)Br]." Polyhedron 12, no. 16 (1993): 2063–66. http://dx.doi.org/10.1016/s0277-5387(00)81482-5.

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19

Spielvogel, Dirk J., William M. Davis, and Stephen L. Buchwald. "Preparation, Crystal Structure Analysis, and Catalytic Application of [(S)-BINAP]Ni(COD) and [(S)-BINAP]NiBr2." Organometallics 21, no. 18 (2002): 3833–36. http://dx.doi.org/10.1021/om020164j.

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20

Kunkely, Horst, Valeri Pawlowski, and Arnd Vogler. "Copper(I) binap complexes (binap=(2,2′-bis(diphenylphosphino)-1,1′-binaphthyl). Luminescence from IL and LLCT states." Inorganic Chemistry Communications 11, no. 9 (2008): 1003–5. http://dx.doi.org/10.1016/j.inoche.2008.05.004.

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21

Nashimoto, Takumi, and Hiroshi Yao. "Strong chiroptical activity in Au25 clusters protected by mixed ligands of chiral phosphine and achiral thiolate." Physical Chemistry Chemical Physics 22, no. 27 (2020): 15288–94. http://dx.doi.org/10.1039/d0cp02543g.

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We report the successful synthesis of a chiroptically active Au<sub>25</sub> cluster protected by mixed ligands of chiral bidentate S-BINAP and achiral dodecanethiol (DDT), which can be formulated as [Au<sub>25</sub>(S-BINAP)<sub>4</sub>(DDT)<sub>5</sub>X<sub>4</sub>] (X = Cl or Br).

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22

XU, XIN, JIANQIANG HU, SHIZHAO YANG, FENG XIE, and LI GUO. "EXTREME PRESSURE SYNERGISTIC MECHANISM OF BISMUTH NAPHTHENATE AND SULFURIZED ISOBUTENE ADDITIVES." Surface Review and Letters 24, no. 05 (2016): 1750071. http://dx.doi.org/10.1142/s0218625x17500718.

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A four-ball tester was used to evaluate the tribological performances of bismuth naphthenate (BiNap), sulfurized isobutene (VSB), and their combinations. The results show that the antiwear properties of BiNap and VSB are not very visible, but they possess good extreme pressure (EP) properties, particularly sulfur containing bismuth additives. Synergistic EP properties of BiNap with various sulfur-containing additives were investigated. The results indicate that BiNap exhibits good EP synergism with sulfur-containing additives. The surface analytical tools, such as X-ray photoelectron spectrome

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23

Atesin, Abdurrahman Ç., Simon B. Duckett, Christine Flaschenriem, William W. Brennessel, and Richard Eisenberg. "Diastereoselective Oxidative Addition of Dihydrogen to IrI(CO)((R)-BINAP) and [Ir(CO)2((R)-BINAP)][SbF6]." Inorganic Chemistry 46, no. 4 (2007): 1196–204. http://dx.doi.org/10.1021/ic061471a.

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24

Martín-Rodríguez, María, Carmen Nájera, José M. Sansano, Abel de Cózar, and Fernando P. Cossío. "Binap-Gold(I) versus Binap-Silver Trifluoroacetate Complexes as Catalysts in 1,3-Dipolar Cycloadditions of Azomethine Ylides." Chemistry - A European Journal 17, no. 50 (2011): 14224–33. http://dx.doi.org/10.1002/chem.201101606.

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25

OHTA, T., H. IKEGAMI, T. MIYAKE, and H. TAKAYA. "ChemInform Abstract: BINAP-Ru(II) and BINAP-Rh(I)-Catalyzed Asymmetric Hydrogenation of Olefins Without Heteroatom-Functionalities." ChemInform 27, no. 8 (2010): no. http://dx.doi.org/10.1002/chin.199608037.

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26

Wu, Xiaohang, Ying Lv, Yuyuan Bai, Haizhu Yu, and Manzhou Zhu. "The pivotal alkyne group in the mutual size-conversion of Au9 with Au10 nanoclusters." Dalton Transactions 50, no. 29 (2021): 10113–18. http://dx.doi.org/10.1039/d1dt01586a.

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The size conversions between [Au<sub>10</sub>(BINAP)<sub>4</sub>(C<sub>6</sub>H<sub>11</sub>CC)](CF<sub>3</sub>COO)<sub>3</sub> (Au10) and [Au<sub>9</sub>(BINAP)<sub>4</sub>](CF<sub>3</sub>COO)<sub>3</sub> (Au9) are driven by the nucleophilic attack on Au10 and the electrophilic attack on Au9.

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27

Wiles, Jason A., Steven H. Bergens, and Victor G. Young, Jr. "Stereochemistry at carbon upon protonolysis of a late transition metal-alkyl bond: a reaction of relevance to catalytic enantioselective hydrogenation of olefins." Canadian Journal of Chemistry 79, no. 5-6 (2001): 1019–25. http://dx.doi.org/10.1139/v01-051.

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Reaction of [Ru((R)-BINAP)(H)(MeCN)n(acetone)3n](BF4) (where n = 03) (2) with 1 equiv of the olefin substrate methyl α-acetamidoacrylate (MAA) in acetone at room temperature immediately generated a mixture (72:28) of two diastereomers of the complex [Ru((R)-BINAP)(MeCN)(MAA(H))](BF4) (3). The olefinhydride insertion reaction between 2 and MAA to generate 3 was regioselective, with transfer of the hydride to the β-olefinic carbon and transfer of ruthenium to the α-carbon in both diastereomers of 3. The two diastereomers of 3 differ by the absolute configuration at the α-carbon of MAA(H) ((SC

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28

Caballero, Verónica, Rafael Estevez, Diego Luna та ін. "Hydrogenation of α,β-Unsaturated Carbonyl Compounds over Covalently Heterogenized Ru(II) Diphosphine Complexes on AlPO4-Sepiolite Supports". Catalysts 11, № 2 (2021): 289. http://dx.doi.org/10.3390/catal11020289.

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In this work, the covalent immobilization of two ruthenium(II) complexes, i.e., [RuIICl (bpea){(S)(-)(BINAP)}](BF4), 1, and [RuIICl(bpea)(DPPE)](BF4), 2, where BINAP = 2,2’-bis(diphenylphosphino)-1,1’-binaphthyl and DPPE = 1,2-bis(diphenylphosphino)ethane, have been obtained (AlPO4-Sepiolite@1 and AlPO4-Sepiolite@2) by using a N-tridentate ligand N,N-bis-(2-pyridylmethyl)ethylamine (bpea), linked to an amorphous AlPO4-Sepiolite (20/80) inorganic support. This AlPO4-sepiolite support is able to immobilize the double amount of ruthenium complex (1.65%) than the amorphous AlPO4 (0.89%). Both hete

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29

Volz, Daniel, Martin Nieger та Stefan Bräse. "Di-μ-iodido-bis{[(R)-(+)-2,2′-bis(diphenylphosphanyl)-1,1′-binaphthyl-κ2P,P′]copper(I)} 0.67-hydrate". Acta Crystallographica Section E Structure Reports Online 68, № 4 (2012): m466—m467. http://dx.doi.org/10.1107/s1600536812011051.

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The structure of the title compound, [Cu2I2(C44H32P2)2]·0.67H2O, has been determined because of its interesting catalytic and optical features. The molecule, which has non-crystallographicC2-symmetry, consists of a core structure of two CuIions, bridged by two iodide ions. Each CuIion is also coordinated by one equivalent of the chiral bidentate (R)-BINAP ligand [BINAP = 2,2′-bis(diphenylphosphanyl)-1,1′-binaphthyl]. Thus, both cations show a distorted tetrahedral geometry being surrounded by two I atoms and two P atoms from the (R)-BINAP ligands. The complex consists of isolated butterfly-sha

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30

Berthod, Mikaël, Gérard Mignani, Gary Woodward, and Marc Lemaire. "Modified BINAP: The How and the Why." Chemical Reviews 105, no. 5 (2005): 1801–36. http://dx.doi.org/10.1021/cr040652w.

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31

Preetz, Angelika, Hans-Joachim Drexler, Stefan Schulz, and Detlef Heller. "BINAP: rhodium–diolefin complexes in asymmetric hydrogenation." Tetrahedron: Asymmetry 21, no. 9-10 (2010): 1226–31. http://dx.doi.org/10.1016/j.tetasy.2010.03.017.

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32

Rafter, Eoin, Jimmy Muldoon, Helge Müller Bunz, and Declan G. Gilheany. "Synthesis of P-stereogenic BINAP bissulfide analogues." Tetrahedron: Asymmetry 22, no. 16-17 (2011): 1680–86. http://dx.doi.org/10.1016/j.tetasy.2011.09.007.

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33

Yanagimoto, Yasushi, Yuichi Negishi, Hisashi Fujihara, and Tatsuya Tsukuda. "Chiroptical Activity of BINAP-Stabilized Undecagold Clusters." Journal of Physical Chemistry B 110, no. 24 (2006): 11611–14. http://dx.doi.org/10.1021/jp061670f.

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34

Bernas, Heidi, Andreas Bernas, Päivi Mäki-Arvela, Reko Leino, and Dmitry Yu Murzin. "Hydrogenation of geraniol using ruthenium–BINAP catalysts." Catalysis Science & Technology 2, no. 9 (2012): 1901. http://dx.doi.org/10.1039/c2cy20249b.

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35

Faller, J. W., and Jeremy C. Wilt. "Palladium/BINAP(S)-Catalyzed Asymmetric Allylic Amination." Organic Letters 7, no. 4 (2005): 633–36. http://dx.doi.org/10.1021/ol047624k.

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36

BAYSTON, D. J., J. L. FRASER, M. R. ASHTON, A. D. BAXTER, M. E. C. POLYWKA, and E. MOSES. "ChemInform Abstract: Polymer-Supported BINAP Ligand Catalysts." ChemInform 29, no. 48 (2010): no. http://dx.doi.org/10.1002/chin.199848308.

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37

Yuasa, Yoshifumi, Yoko Yuasa, and Haruki Tsuruta. "Article." Canadian Journal of Chemistry 76, no. 9 (1998): 1304–7. http://dx.doi.org/10.1139/v98-155.

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(2S)-3-(tert-Butylsulfonyl)-2-benzylpropionic acid 1, which is used as the N-terminal chiral building block of renin inhibitors, is synthesized from (Z)-2-(tert-butylsulfonylmethyl)-3-phenyl-2-propenoic acid 6 by enantioselective hydrogenation using Ru-BINAP complexes in the presence of triethylamine with 84% ee. The enantioselective hydrogenation of a substrate with sulfone functionality is first reported.Key words: hydrogenation, enantioselectivity, Ru-BINAP, oxidation, renin inhibitor.

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38

Sodeoka, Mikiko, Ryosuke Tokunoh, Futoshi Miyazaki, Emiko Hagiwara, and Masakatsu Shibasaki. "Stable Diaqua Palladium(II) Complexes of BINAP and Tol-BINAP as Highly Efficient Catalysts for Asymmetric Aldol Reactions." Synlett 1997, Sup. I (1997): 463–66. http://dx.doi.org/10.1055/s-1997-6145.

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39

Mashima, Kazushi, Takahiro Hino, and Hidemasa Takaya. "Synthesis and characterization of cationic trinuclear BINAP—Ru(II) complexes: crystal structure of [Ru3Cl5((S)-binap)3]BF4." Tetrahedron Letters 32, no. 26 (1991): 3101–4. http://dx.doi.org/10.1016/0040-4039(91)80700-g.

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40

Pathak, Devendra D., Harry Adams, Neil A. Bailey, Philip J. King та Colin White. "An unprecedented tridentate mode of co-ordination of a BINAP ligand: Synthesis and crystal structures of [Ru(η5-C5H5){(R)- (BINAP)}]+CF3SO3− and Ru(η5-C5H5){(R)-(BINAP)}I". Journal of Organometallic Chemistry 479, № 1-2 (1994): 237–45. http://dx.doi.org/10.1016/0022-328x(94)84115-2.

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41

Sánchez-Molina, Irene, Guillermo Lucena-Alcalde, Christian G. Claessens, and Tomás Torres. "Effect of a chiral ligand in the self-assembly of subphthalocyanine-based metallosupramolecular capsules." Canadian Journal of Chemistry 92, no. 8 (2014): 685–87. http://dx.doi.org/10.1139/cjc-2014-0053.

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Subphthalocyanine-based metallosupramolecular capsules have been self-assembled employing a chiral phosphine (S-BINAP). This ligand seems to provide an arrangement of the coordination positions of platinum that inverts the known process of chiral self-discrimination of subphthalocyanines, which is typically produced between the enantiomers of the macrocycle when a nonchiral ligand is used for the self-assembly. In this article, we describe preliminary studies on the effect of S-BINAP on the self-assembly subphthalocyanine capsules.

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42

Wang, Dan-Dan, Jian-Teng Wang, Li Song, You-Yu Wang, and Wen-Xiang Chai. "A new heteroleptic phosphorescent cuprous complex supported by a BINAP ligand: synthesis, structure, luminescence properties and theoretical analyses." Acta Crystallographica Section C Structural Chemistry 76, no. 2 (2020): 177–85. http://dx.doi.org/10.1107/s2053229620000601.

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Luminescent cuprous complexes are an important class of coordination compounds due to their relative abundance, low cost and ability to display excellent luminescence. The heteroleptic cuprous complex solvate rac-(acetonitrile-κN)(3-aminopyridine-κN)[2,2′-bis(diphenylphosphanyl)-1,1′-binaphthyl-κ2 P,P′]copper(I) hexafluoridophosphate dichloromethane monosolvate, [Cu(C5H6N2)(C2H3N)(C44H32P2)]PF6·CH2Cl2, conventionally abbreviated as [Cu(3-PyNH2)(CH3CN)(BINAP)]PF6·CH2Cl2, (I), where BINAP and 3-PyNH2 represent 2,2′-bis(diphenylphosphanyl)-1,1′-binaphthyl and 3-aminopyridine, respectively, is des

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43

Abedin-Siddique, Zainul, Takeshi Ohno, Koichi Nozaki, and Taro Tsubomura. "Intense Fluorescence of Metal-to-Ligand Charge Transfer in [Pt(0)(binap)2] [binap = 2,2‘-Bis(diphenylphosphino)-1,1‘-binaphthyl]." Inorganic Chemistry 43, no. 2 (2004): 663–73. http://dx.doi.org/10.1021/ic034527z.

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44

Martin-Rodriguez, Maria, Carmen Najera, Jose M. Sansano, Abel de Cozar, and Fernando P. Cossio. "ChemInform Abstract: Binap-Gold(I) versus Binap-Silver Trifluoroacetate Complexes as Catalysts in 1,3-Dipolar Cycloadditions of Azomethine Ylides." ChemInform 43, no. 17 (2012): no. http://dx.doi.org/10.1002/chin.201217114.

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45

Sansano, José, María Martín-Rodríguez, Carmen Nájera, Paulo Costa, Evanoel de Lima, and Ayres Dias. "BINAP-AgSbF6 vs. BINAP-AgClO4 Complexes as Catalysts for the Enantioselective 1,3-Dipolar Cycloaddition of Azomethine Ylides and Alkenes." Synlett 2010, no. 06 (2010): 962–66. http://dx.doi.org/10.1055/s-0029-1219534.

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46

Deeming, Antony J., Despo M. Speel та Marc Stchedroff. "Trinuclear Clusters of Ruthenium-Containing Bridging and Ortho-Metalated 2,2‘-Bis(diphenylphosphino)-1,1‘-binaphthyl (BINAP): X-ray Structures of (R)-BINAP and [Ru3(μ-OH)2(CO)8{μ-(R)-BINAP}]". Organometallics 16, № 26 (1997): 6004–9. http://dx.doi.org/10.1021/om970587z.

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47

Noyori, Ryoji, and Hidemasa Takaya. "BINAP: an efficient chiral element for asymmetric catalysis." Accounts of Chemical Research 23, no. 10 (1990): 345–50. http://dx.doi.org/10.1021/ar00178a005.

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48

Kodama, Hidehiko, Toshiji Taiji, Tetsuo Ohta, and Isao Furukawa. "Asymmetric Allylic Amination Catalyzed by Pd-BINAP Complexes." Synlett 2001, no. 03 (2001): 0385–87. http://dx.doi.org/10.1055/s-2001-11414.

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49

Gibson, Susan E, David J Hardick, Peter R Haycock, et al. "A Study of (Binap)(enyne)tetracarbonyldicobalt(0) Complexes." Chemistry - A European Journal 13, no. 25 (2007): 7099–109. http://dx.doi.org/10.1002/chem.200700587.

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50

ZHANG, X., K. MASHIMA, K. KOYANO, et al. "ChemInform Abstract: Synthesis of Partially Hydrogenated BINAP Variants." ChemInform 23, no. 31 (2010): no. http://dx.doi.org/10.1002/chin.199231067.

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