Electronic Control of the Bergman Cycloaromatization: Synthesis and Chemistry of Chloroenediynes

A series of cyclic mono- and dichloroenediynes have been prepared using an intramolecular carbenoid coupling reaction. The halogen atom had a retardative effect on Bergman cycloaromatization in every case examined, and atom transfer chemistry was demonstrated, resulting in formation of adducts.

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Bibliographic Details
Published in:	Organic letters Vol. 2; no. 12; pp. 1757 - 1759
Main Authors:	Jones, Graham B, Plourde, Gary W
Format:	Journal Article
Language:	English
Published:	United States American Chemical Society 15-06-2000
Subjects:	Alkynes - chemistry DNA Damage DNA, Single-Stranded - metabolism Hydrocarbons, Aromatic - chemical synthesis Hydrocarbons, Aromatic - chemistry Hydrocarbons, Chlorinated - chemistry
Online Access:	Get full text
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Description
Summary:	A series of cyclic mono- and dichloroenediynes have been prepared using an intramolecular carbenoid coupling reaction. The halogen atom had a retardative effect on Bergman cycloaromatization in every case examined, and atom transfer chemistry was demonstrated, resulting in formation of adducts.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	1523-7060 1523-7052
DOI:	10.1021/ol0059394