期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2013, 期 13, 页码 2505-2527出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201201656
关键词
Cycloaromatization; Zwitterions; Radicals; Reaction mechanisms
资金
- National Science Foundation (NSF) [CHE-1152491, CHE-1213578]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1152491] Funding Source: National Science Foundation
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1213578] Funding Source: National Science Foundation
Cycloaromatization reactions decouple two electrons by breaking two bonds to form only one sigma bond and illustrate one of the most common mechanistic dichotomies in chemistry, namely the two ways of breaking a chemical bond: Zwitterionic or diradical. With a suitable choice of reaction conditions, substitution patterns, and catalysts, cycloaromatization processes can be redirected from the usual formation of a diradical towards a variety of zwitterionic pathways. This review illustrates the practical approaches for directing zwitterionic cycloaromatization reactions and lays the mechanistic foundations for the further development of this emerging field.
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