Expanding the Carbene C-H Insertion Toolbox

被引:6
|
作者
Morton, Daniel [1 ]
Blakey, Simon B. [1 ]
机构
[1] Emory Univ, Dept Chem, Atlanta, GA 30322 USA
基金
美国国家科学基金会;
关键词
carbenes; catalysis; CH functionalization; rhodium; ruthenium; DIAZO-COMPOUNDS; IN-SITU;
D O I
10.1002/cctc.201402945
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A Bigger toolbox: Two recent discoveries demonstrate significant advances in the controlled generation and C-H insertion chemistry of the previously inaccessible donor-donor and alkyl-alkyl classes of metallocarbenes. These discoveries lay the groundwork for broad reaction development with these versatile reactive species. EDG=Electron-donating group; EWG=Electron-withdrawing group; M=Transition metal. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:577 / 578
页数:2
相关论文
共 50 条
  • [31] Stereochemical probes of intramolecular C-H insertion reactions of iron-carbene complexes
    Ishii, S
    Zhao, SK
    Helquist, P
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (24) : 5897 - 5898
  • [32] Transition-metal-carbene-like intermolecular insertion of a borylene into C-H bonds
    Liu, Siyuan
    Legare, Marc-Andre
    Hofmann, Alexander
    Dellermann, Theresa
    Braunschweig, Holger
    CHEMICAL COMMUNICATIONS, 2020, 56 (53) : 7277 - 7280
  • [33] Intramolecular Carbene C-H Insertion Reactions of 2-Diazo-2-sulfamoylacetamides
    Que, Chuqiang
    Huang, Peipei
    Yang, Zhanhui
    Chen, Ning
    Xu, Jiaxi
    MOLECULES, 2019, 24 (14):
  • [34] Recent advances in transition-metal-catalyzed carbene insertion to C-H bonds
    He, Yuan
    Huang, Zilong
    Wu, Kaikai
    Ma, Juan
    Zhou, Yong-Gui
    Yu, Zhengkun
    CHEMICAL SOCIETY REVIEWS, 2022, 51 (07) : 2759 - 2852
  • [35] Stereoselective Intramolecular Carbene C-H Insertion Catalyzed by Rhodium(III) Porphyrin Complexes
    Lo, Vanessa Kar-Yan
    Thu, Hung-Yat
    Chan, Yu-Man
    Lam, Tsz-Lung
    Yu, Wing-Yiu
    Che, Chi-Ming
    SYNLETT, 2012, (19) : 2753 - 2757
  • [36] C-H functionalisation through carbene and fluorocarbene insertion - ab initio and DFT investigations
    Ramalingam, M
    Ramasami, K
    Venuvanalingam, P
    Sethuraman, V
    JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2005, 755 (1-3): : 169 - 178
  • [37] Theoretical Investigation of Chemoselectivity between C-H Insertion and Amide Insertion in Intramolecular Rhodium-Carbene Reactions
    Furuya, Tsukasa
    Ikeda, Kotaro
    Harada, Shingo
    Nemoto, Tetsuhiro
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2023, 71 (02) : 107 - 110
  • [38] Construction of C-C Axial Chirality via Asymmetric Carbene Insertion into Arene C-H Bonds
    Li, Ziyong
    Chen, Ying
    Wang, Chuang
    Xu, Guangyang
    Shao, Ying
    Zhang, Xinhao
    Tang, Shengbiao
    Sun, Jiangtao
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2021, 60 (49) : 25714 - 25718
  • [39] Kinetic isotope effects in the intramolecular insertion of a metal carbene into a C-H bond adjacent to nitrogen
    Sulikowski, FA
    Lee, S
    TETRAHEDRON LETTERS, 1999, 40 (46) : 8035 - 8038
  • [40] EFFICIENT INTRAMOLECULAR C-H INSERTION BY AN ALKYLIDENE CARBENE GENERATED FROM A VINYL-CHLORIDE
    TABER, DF
    SAHLI, A
    YU, H
    MEAGLEY, RP
    JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (20): : 6571 - 6573