Elusive Reaction Intermediates in Solution Explored by ESI-MS: Reverse Periscope for Mechanistic Investigations

被引:92
作者
Iacobucci, Claudio [1 ]
Reale, Samantha [1 ]
De Angelis, Francesco [1 ]
机构
[1] Univ Aquila, Dipartimento Sci Fis & Chim, Via Vetoio, I-67100 Laquila, Italy
关键词
analytical methods; homogeneous catalysis; mass spectrometry; multicomponent reactions; reaction mechanisms; ELECTROSPRAY-IONIZATION MASS; BAYLIS-HILLMAN REACTION; GAS-PHASE; CHIRAL CATALYSTS; REAL-TIME; CONJUGATE ADDITION; CHEMICAL-REACTIONS; OLEFIN METATHESIS; C-C; SPECTROMETRY;
D O I
10.1002/anie.201507088
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Just as periscopes allow a submarine to visually search for objects above the surface of the sea, in a reversed periscope fashion electrospray mass spectrometry (ESI-MS) can analyze the compounds at the gas phase/liquid phase interface for chemical entities which may exist in solution. The challenge is the identification and structural characterization of key elusive reaction intermediates in chemical transformations, intermediates which are able to explain how chemical processes occur. This Minireview summarizes recent selected publications on the use of ESI-MS techniques for studying solution intermediates of homogeneous chemical reactions.
引用
收藏
页码:2980 / 2993
页数:14
相关论文
共 104 条
  • [1] Adlhart C, 2000, HELV CHIM ACTA, V83, P2192, DOI 10.1002/1522-2675(20000906)83:9<2192::AID-HLCA2192>3.0.CO
  • [2] 2-G
  • [3] Insight into Solution Chemistry from Gas-Phase Experiments
    Agrawal, Divya
    Schroeder, Detlef
    [J]. ORGANOMETALLICS, 2011, 30 (01) : 32 - 35
  • [4] What do we know about multicomponent reactions? Mechanisms and trends for the Biginelli, Hantzsch, Mannich, Passerini and Ugi MCRs
    Alvim, Haline G. O.
    da Silva Junior, Eufranio N.
    Neto, Brenno A. D.
    [J]. RSC ADVANCES, 2014, 4 (97): : 54282 - 54299
  • [5] [Anonymous], ANGEW CHEM
  • [6] [Anonymous], 2003, ANGEW CHEM, DOI DOI 10.1002/ANGE.200200560
  • [7] Bachle F., 2013, ANGEW CHEM, V125, P12851, DOI DOI 10.1002/ANGE.201305338
  • [8] Mass Spectrometric Screening of Racemic Amine Catalysts for Enantioselective Michael Additions
    Baechle, Florian
    Fleischer, Ivana
    Pfaltz, Andreas
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (10) : 2247 - 2254
  • [9] Organocatalytic Asymmetric Conjugate Addition of Aldehydes to Nitroolefins: Identification of Catalytic Intermediates and the Stereoselectivity-Determining Step by ESI-MS
    Baechle, Florian
    Duschmale, Joerg
    Ebner, Christian
    Pfaltz, Andreas
    Wennemers, Helma
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (48) : 12619 - 12623
  • [10] Accelerated Hantzsch electrospray synthesis with temporal control of reaction intermediates
    Bain, Ryan M.
    Pulliam, Christopher J.
    Cooks, R. Graham
    [J]. CHEMICAL SCIENCE, 2015, 6 (01) : 397 - 401