TY - JOUR
T1 - Capture of Electrochemically Generated Fleeting Carbazole Radical Cations and Elucidation of Carbazole Dimerization Mechanism by Mass Spectrometry
AU - Liu, Chengyuan
AU - Wang, Qi
AU - Hivick, Brian E.
AU - Ai, Yongling
AU - Champagne, Pier Alexandre
AU - Pan, Yang
AU - Chen, Hao
N1 - Funding Information:
The financial support from NSF (CHE-1915878 and CHE-1428787) is gratefully acknowledged.
Publisher Copyright:
©
PY - 2020/12/1
Y1 - 2020/12/1
N2 - The capture of reactive intermediates is important for the elucidation of reaction mechanisms. We report the first observation of electrochemically generated, short-lived radical cations of carbazole (t1/2 ≈ 97 μs) and two N-substituted carbazole derivatives by mass spectrometry. In addition, online investigation of the reactivity of electrochemically generated carbazole radical cations supports that the carbazole dimerization mechanism involves the reaction of one radical cation with one neutral molecule rather than the previously proposed coupling of two radical cations.
AB - The capture of reactive intermediates is important for the elucidation of reaction mechanisms. We report the first observation of electrochemically generated, short-lived radical cations of carbazole (t1/2 ≈ 97 μs) and two N-substituted carbazole derivatives by mass spectrometry. In addition, online investigation of the reactivity of electrochemically generated carbazole radical cations supports that the carbazole dimerization mechanism involves the reaction of one radical cation with one neutral molecule rather than the previously proposed coupling of two radical cations.
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U2 - 10.1021/acs.analchem.0c01223
DO - 10.1021/acs.analchem.0c01223
M3 - Article
AN - SCOPUS:85096104651
SN - 0003-2700
VL - 92
SP - 15291
EP - 15296
JO - Analytical Chemistry
JF - Analytical Chemistry
IS - 23
ER -