Heck coupling in the gas phase: Examination of the reaction mechanism by ion/molecule reactions and mass spectrometry

被引:12
|
作者
Fiebig, Lukas [1 ]
Schmalz, Hans-Guenther [1 ]
Schaefer, Mathias [1 ]
机构
[1] Univ Cologne, Dept Chem, Inst Organ Chem, D-50939 Cologne, Germany
关键词
Gas-phase Heck reaction; Ion/molecule reactions; Tandem-mass spectrometry; Reaction mechanism; Charge-tag-substrates; Accurate ion mass measurements; ELECTROSPRAY-IONIZATION MASS; OLEFIN METATHESIS;
D O I
10.1016/j.ijms.2011.07.013
中图分类号
O64 [物理化学(理论化学)、化学物理学]; O56 [分子物理学、原子物理学];
学科分类号
070203 ; 070304 ; 081704 ; 1406 ;
摘要
The Heck reaction of isoprene with (p-iodophenyl)-trimethylammonium iodide was conducted in the gas phase. Relevant species of the catalytic cycle including the ionic product of the Pd-catalyzed coupling reaction were reliably characterized by exact ion mass measurements and by characteristic product ions generated by tandem-MS. (C) 2011 Elsevier B.V. All rights reserved.
引用
收藏
页码:307 / 310
页数:4
相关论文
共 50 条
  • [31] CONTROL OF ION-MOLECULE REACTIONS IN THE GAS-PHASE
    GERICKE, KH
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (08): : 885 - 886
  • [32] Gas phase ion/molecule reactions in phosphine/methylsilane mixtures
    Cetini, G
    Operti, L
    Rabezzana, R
    Vaglio, GA
    Volpe, P
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1996, 519 (1-2) : 169 - 175
  • [33] SOME GAS-PHASE ION MOLECULE REACTIONS OF ACETONE
    HUNTER, JA
    JOHNSON, CAF
    MCGILL, IJM
    PARKER, JE
    SMITH, GP
    JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS II, 1987, 83 : 2025 - 2034
  • [34] A Diagnostic Nitrosamine Detection Approach for Pharmaceuticals by Using Tandem Mass Spectrometry Based on Diagnostic Gas-Phase Ion-Molecule Reactions
    Liu, Judy Kuan-Yu
    Feng, Erlu
    Fu, Yue
    Li, Wanru
    Ma, Xin
    Sheng, Huaming
    Kong, John
    Liu, Yong
    Hicks, Michael
    Xiang, Bangping
    Liu, Zhijian
    Pennington, Justin
    Kenttamaa, Hilkka, I
    ANALYTICAL CHEMISTRY, 2022, 94 (40) : 13795 - 13803
  • [35] Enantioselectivity in gas-phase ion-molecule reactions
    Speranza, M
    INTERNATIONAL JOURNAL OF MASS SPECTROMETRY, 2004, 232 (03) : 277 - 317
  • [36] GAS-PHASE ION-MOLECULE REACTIONS OF DIMETHYLSULFOXIDE
    FULFORD, JE
    DUPUIS, JW
    MARCH, RE
    CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1978, 56 (17): : 2324 - 2330
  • [37] GAS-PHASE ION-MOLECULE REACTIONS OF ORGANOSILANES
    DAMRAUER, R
    SULLIVAN, SA
    DEPUY, CH
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1981, 181 (MAR): : 208 - ORGN
  • [38] The in situ gas-phase formation of a C-glycoside ion obtained during electrospray ionization tandem mass spectrometry. A unique intramolecular mechanism involving an ion-molecule reaction
    Banoub, Joseph H.
    Demian, Wael L. L.
    Piazzetta, Paolo
    Sarkis, George
    Kanawati, Basem
    Lafont, Dominique
    Laurent, Nicolas
    Vaillant, Celine
    Randell, Edward
    Giorgi, Gianluca
    Fridgen, Travis D.
    RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2015, 29 (19) : 1717 - 1732
  • [39] SOME ION-MOLECULE REACTIONS OF C+ ION IN GAS PHASE
    KOSKI, WS
    RECORD OF CHEMICAL PROGRESS, 1970, 31 (03): : 155 - &
  • [40] SELECTIVE GAS-PHASE ION-MOLECULE REACTIONS OF THE BENZOYL ION
    CREASER, CS
    WILLIAMSON, BL
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (14) : 1677 - 1678