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Polar Effects in Halogen Abstraction Reactions of Alkyl Radicals
Author(s) -
Giese Bernd,
Hartung Jens
Publication year - 1992
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19921250734
Subject(s) - chemistry , radical , reactivity (psychology) , alkyl , halogen , primary (astronomy) , nucleophile , polar , photochemistry , medicinal chemistry , carbon tetrachloride , radical disproportionation , organic chemistry , catalysis , disproportionation , medicine , alternative medicine , physics , pathology , astronomy
Abstract In a series of structurally similar alkyl radicals 1a–c the tertiary 1,1‐dimethyl‐5‐hexenyl radical 1c reacts 30 times faster with carbon tetrachloride than the primary 5‐hexenyl radical 1a . The reactivity of the secondary 1‐methyl‐5‐hexenyl radical 1b aligns itself in between the primary and the tertiary radical 1a and 1c . The results indicate that the increasing nucleophilicity of the alkyl radicals is the major factor contributing to the reactivity.