Radical additions of aryl iodides to arenes are facilitated by oxidative rearomatization with dioxygen

Curran, DP and Keller, AI (2006) Radical additions of aryl iodides to arenes are facilitated by oxidative rearomatization with dioxygen. Journal of the American Chemical Society, 128 (42). 13706 - 13707. ISSN 0002-7863

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Abstract

Inter- and intramolecular additions of aryl radicals derived from aryl iodides to arenes are promoted by tris(trimethylsilyl)silane and occur under exceptionally mild conditions (15-30 min at 25 °C) in nondegassed benzene. A chain mechanism involving reaction of the intermediate cyclohexadienyl radical with oxygen to directly generate the aromatized product and the hydroperoxy radical is proposed. Copyright © 2006 American Chemical Society.

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Details

Item Type:	Article
Status:	Published
Creators/Authors:	Creators Email Pitt Username ORCID Curran, DP curran@pitt.edu CURRAN Keller, AI
Date:	25 October 2006
Date Type:	Publication
Journal or Publication Title:	Journal of the American Chemical Society
Volume:	128
Number:	42
Page Range:	13706 - 13707
DOI or Unique Handle:	10.1021/ja066077q
Schools and Programs:	Dietrich School of Arts and Sciences > Chemistry
Refereed:	Yes
ISSN:	0002-7863
PubMed ID:	17044696
Date Deposited:	14 May 2013 14:20
Last Modified:	02 Feb 2019 15:58
URI:	http://d-scholarship.pitt.edu/id/eprint/18700

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