Capture of Electrochemically Generated Fleeting Carbazole Radical Cations and Elucidation of Carbazole Dimerization Mechanism by Mass Spectrometry

Chengyuan Liu; Qi Wang; Brian E. Hivick; Yongling Ai; Pier Alexandre Champagne; Yang Pan; Hao Chen

doi:10.1021/acs.analchem.0c01223

Capture of Electrochemically Generated Fleeting Carbazole Radical Cations and Elucidation of Carbazole Dimerization Mechanism by Mass Spectrometry

Chengyuan Liu, Qi Wang, Brian E. Hivick, Yongling Ai, Pier Alexandre Champagne, Yang Pan, Hao Chen

Chemistry and Environmental Science

Research output: Contribution to journal › Article › peer-review

17 Scopus citations

Abstract

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.

Original language	English (US)
Pages (from-to)	15291-15296
Number of pages	6
Journal	Analytical Chemistry
Volume	92
Issue number	23
DOIs	https://doi.org/10.1021/acs.analchem.0c01223
State	Published - Dec 1 2020

All Science Journal Classification (ASJC) codes

Analytical Chemistry

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10.1021/acs.analchem.0c01223

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title = "Capture of Electrochemically Generated Fleeting Carbazole Radical Cations and Elucidation of Carbazole Dimerization Mechanism by Mass Spectrometry",

abstract = "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.",

author = "Chengyuan Liu and Qi Wang and Hivick, {Brian E.} and Yongling Ai and Champagne, {Pier Alexandre} and Yang Pan and Hao Chen",

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doi = "10.1021/acs.analchem.0c01223",

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AU - Liu, Chengyuan

AU - Wang, Qi

AU - Hivick, Brian E.

AU - Ai, Yongling

AU - Champagne, Pier Alexandre

AU - Pan, Yang

AU - Chen, Hao

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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JO - Analytical Chemistry

JF - Analytical Chemistry

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Capture of Electrochemically Generated Fleeting Carbazole Radical Cations and Elucidation of Carbazole Dimerization Mechanism by Mass Spectrometry

Abstract

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