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

20 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

Access to Document

10.1021/acs.analchem.0c01223

Cite this

@article{d3a63cbffa944eae8bc5f128668d09ce,

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",

note = "Publisher Copyright: {\textcopyright} ",

year = "2020",

month = dec,

day = "1",

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

language = "English (US)",

volume = "92",

pages = "15291--15296",

journal = "Analytical Chemistry",

issn = "0003-2700",

publisher = "American Chemical Society",

number = "23",

}

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

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.

UR - https://www.scopus.com/pages/publications/85096104651

UR - https://www.scopus.com/pages/publications/85096104651#tab=citedBy

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 -

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

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this