C2-Symmetric S/C/S ligands based on N-heterocyclic carbenes: a new ligand architecture for asymmetric catalysis

被引:45
作者
Iglesias-Siguenza, Javier [1 ]
Ros, Abel [2 ]
Diez, Elena [1 ]
Magriz, Antonio [2 ]
Vazquez, Arcadio [2 ]
Alvarez, Eleuterio [2 ]
Fernandez, Rosario [1 ]
Lassaletta, Jose M. [2 ]
机构
[1] Univ Seville, Dept Quim Organ, Seville 41071, Spain
[2] CSIC US, Inst Invest Quim, Seville 41092, Spain
关键词
STEREOSELECTIVE-SYNTHESIS; CYCLOADDITION REACTIONS; COMPLEXES; YLIDES;
D O I
10.1039/b910846g
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Neutral, C-2-symmetric S/C/S ligands based on N-heterocyclic carbenes and thioether functionalities were incorporated into transition metal complexes characterised by two direct metalstereogenic sulfur bonds. This new ligand design was applied to 1,3-dipolar cycloadditions as the first example of the use silver of carbenes in asymmetric catalysis.
引用
收藏
页码:8485 / 8488
页数:4
相关论文
共 50 条
  • [41] Atropisomeric Chiral Dienes in Asymmetric Catalysis: C2-Symmetric (Z,Z)-2,3-Bis[1-(diphenylphosphinyl)ethylidene]tetralin as a Highly Active Lewis Base Organocatalyst
    Ogasawara, Masamichi
    Kotani, Shunsuke
    Nakajima, Hikaru
    Furusho, Haruka
    Miyasaka, Mitsuru
    Shimoda, Yasushi
    Wu, Wei-Yi
    Sugiura, Masaharu
    Takahashi, Tamotsu
    Nakajima, Makoto
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (51) : 13798 - 13802
  • [42] Coordination properties of the multifunctional S,N,S zwitterionic ligand EtNHC(S)Ph2P=NPPh2C(S)NEt
    Cauzzi, Daniele
    Delferro, Massimiliano
    Graiff, Claudia
    Pattacini, Roberto
    Predieri, Giovanni
    Tiripicchio, Antonio
    COORDINATION CHEMISTRY REVIEWS, 2010, 254 (5-6) : 753 - 764
  • [43] Tautomerisation of 2-Substituted Pyridines to N-Heterocyclic Carbene Ligands Induced by the 16 e- Unsaturated [TpMe2IrIII(C6H5)2] Moiety
    Conejero, Salvador
    Lopez-Serrano, Joaquin
    Paneque, Margarita
    Petronilho, Ana
    Poveda, Manuel L.
    Vattier, Florencia
    Alvarez, Eleuterio
    Carmona, Ernesto
    CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (15) : 4644 - 4664
  • [44] Optical Resolution of C2-Symmetric Racemic 1,4-Diols with o-Xylylene Structure by Chiral Resolving Agent (S)-ALBO-V
    Asami, Masatoshi
    Zhong, Lvling
    Sekiguchi, Naoki
    Yamada, Kumiko
    Hiwatashi, Yuya
    Taniguchi, Toshiro
    Hosoda, Naoya
    Ito, Suguru
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2015, 88 (07) : 966 - 968
  • [45] Electroanalytical studies on Cu (II) ion-selective sensor of coated pyrolytic graphite electrodes based on N2S2O2 and N2S2O3 heterocyclic benzothiazol ligands
    Singh, A. K.
    Sahani, Manoj Kumar
    Bandi, Koteswara Rao
    Jain, A. K.
    MATERIALS SCIENCE & ENGINEERING C-MATERIALS FOR BIOLOGICAL APPLICATIONS, 2014, 41 : 206 - 216
  • [46] New C2-symmetric six-membered carbene ligands incorporating two hydroxyl groups for palladium-catalyzed deprotonative-cross-coupling processes (DCCP) of sp3 C-H bonds in diarylmethanes
    Zhou, Bi-Hui
    Wu, Chen
    Chen, Xing-Xiu
    Huang, Hong-Xia
    Li, Lin-Lin
    Fan, Li-Mei
    Li, Jie
    TETRAHEDRON LETTERS, 2017, 58 (44) : 4157 - 4161
  • [47] New Thioantimonates(III) with Different Sb:S Ratios: Solvothermal Syntheses and Crystal Structures of [(C3H10NO)(C3H10N)][Sb8S13], [(C2H8NO)(C2H8N)(CH5N)][Sb8S13], [(C6H16N2)(C6H14N2)][Sb6S10], and [C8H22N2][Sb4S7]
    Seidlhofer, Beatrix
    Spetzler, Volker
    Quiroga-Gonzalez, Enrique
    Naether, Christian
    Benseh, Wolfgang
    ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2011, 637 (10): : 1295 - 1303
  • [48] The Reaction of 2-Aroylvinylcinnamaldehydes with Aromatic Aldehydes by Dual Catalysis with a Chiral N-Heterocyclic Carbene and a Lewis Acid: Enantioselective Construction of Tetrahydroindeno[1,2-c]furan-1-ones
    Wang, Gang
    Wang, Zhan-Yong
    Niu, Shuang-Shuo
    Rao, Yin
    Cheng, Ying
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (18) : 8276 - 8286
  • [49] Asymmetric transfer hydrogenation of aromatic ketones with the ruthenium(II) catalyst derived from C2 symmetric N,N′-bis[(1S)-1-benzyl-2-O-(diphenylphosphinite)ethyl]ethanediamide
    Aydemir, Murat
    Meric, Nermin
    Durap, Feyyaz
    Baysal, Akin
    Togrul, Mahmut
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2010, 695 (09) : 1392 - 1398
  • [50] One Ligand to Bind them All: S∼C∼S2- Carbon- and Sulfur-Based Gem-Dianion as Structuring Ligand for Iron Polymetallic Assemblies
    Ravel-Massol, Raphael
    Munshi, Sandip
    Pujol, Anthony
    Garcia-Serres, Ricardo
    Saffon-Merceron, Nathalie
    Mezailles, Nicolas
    Fustier-Boutignon, Marie
    CHEMISTRY-A EUROPEAN JOURNAL, 2023, 29 (58)