Ultrafast carbene-carbene isomerization

被引:0
|
作者
Wang, Jin [1 ]
Burdzinski, Gotard [1 ,2 ]
Kubicki, Jacek [1 ,2 ]
Gustafson, Terry L. [1 ]
Platz, Matthew S. [1 ]
机构
[1] Department of Chemistry, Ohio State University, Columbus, OH 43210, United States
[2] Quantum Electronics Laboratory, Faculty of Physics, Adam Mickiewicz University, 85 Umultowska, Poznan 61-614, Poland
来源
| 1600年 / American Chemical Society, Columbus, OH 43210-3337, United States卷 / 130期
关键词
D O I
暂无
中图分类号
学科分类号
摘要
The photochemistry of two isomeric aryl diazo ketones was investigated by fs time-resolved UV-vis and IR spectroscopies. Both diazo ketone excited states decompose in less than 300 fs by multiple pathways. One pathway involves concerted Wolff rearrangement and nitrogen extrusion, most likely in the syn rotomer. In the anti rotomer of one isomer, oxygen migration proceeds in concert with nitrogen extrusion to form rearranged keto carbene. This rotomer excited state also decomposes to form unrearranged carbene, which isomerizes in 5 ps. Copyright © 2008 American Chemical Society.
引用
收藏
相关论文
共 50 条
  • [41] A Fischer Carbene within an Arduengo Carbene
    Ruiz, Javier
    Garcia, Lucia
    Perandones, Bernabe F.
    Vivanco, Marilin
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (13) : 3010 - 3012
  • [42] Zwitterionic carbene adducts and their carbene isomers
    Kelemen, Z.
    Streubel, R.
    Nyulaszi, L.
    RSC ADVANCES, 2015, 5 (52) : 41795 - 41802
  • [43] NEW TYPES OF CARBENE CARBENE REARRANGEMENTS
    BRINKER, UH
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1983, 186 (AUG): : 191 - ORGN
  • [44] N-chelate ruthenium carbene complexes in olefin metathesis and isomerization
    N. M. Shcheglova
    V. D. Kolesnik
    R. V. Ashirov
    E. A. Krasnokutskaya
    Russian Journal of Organic Chemistry, 2015, 51 : 907 - 909
  • [45] A π-basic rhenium center that effects cyclohexene isomerization to a β-agostic carbene ligand
    Ozerov, OV
    Watson, LA
    Pink, M
    Caulton, KG
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (32) : 9604 - 9605
  • [46] Alkene-Carbene Isomerization induced by Borane: Access to an Asymmetrical Diborene
    Lu, Wei
    Li, Yongxin
    Ganguly, Rakesh
    Kinjo, Rei
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (14) : 5047 - 5050
  • [47] SYNTHESIS, STRUCTURE, AND REACTIVITY OF METALLACYCLE CARBENE AND METALLACYCLE BIS(CARBENE) COMPLEXES - A NEW INTRAMOLECULAR CARBENE CARBENE COUPLING PROCESS
    OCONNOR, JM
    PU, L
    RHEINGOLD, AL
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (17) : 6232 - 6247
  • [48] N-chelate ruthenium carbene complexes in olefin metathesis and isomerization
    Shcheglova, N. M.
    Kolesnik, V. D.
    Ashirov, R. V.
    Krasnokutskaya, E. A.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 51 (07) : 907 - 909
  • [49] THE SKATTEBOL REARRANGEMENT - EVIDENCE FOR THE CARBENE TO CARBENE MECHANISM
    WARNER, P
    CHU, IS
    JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (19): : 3666 - 3668
  • [50] An air stable carbene and mixed carbene "dimers"
    Arduengo, AJ
    Davidson, F
    Dias, HVR
    Goerlich, JR
    Khasnis, D
    Marshall, WJ
    Prakasha, TK
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (52) : 12742 - 12749