期刊
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
卷 17, 期 4, 页码 273-281出版社
WILEY
DOI: 10.1002/poc.719
关键词
electrophilicity and nucleophilicity scales; electrophilicity/nucleophilicity difference; reaction mechanisms; substituent effects
Theoretical electrophilicity and nucleophilicity scales, defined in terms of electronic reactivity indices, were tested for the reaction of a series of carbonates with neutral and charged reagents of varying nucleophilicity. The electrophilicity and nucleophilicity scales were used to rationalize some mechanistic aspects developed by these reacting systems: the greater the electrophilicity/nucleophilicity difference, the more concerted the reaction mechanism will be. Conversely, a small electrophilicity/nucleophilicty gap will in general be associated with a stepwise reaction mechanism. Copyright (C) 2004 John Wiley Sons, Ltd.
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