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Phenyleffekte bei radikalischen Additionen an Alkene
Author(s) -
Giese Bernd,
Kretzschmar Gerhard
Publication year - 1983
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.19831160923
Subject(s) - chemistry , alkene , steric effects , styrene , yield (engineering) , medicinal chemistry , photochemistry , stereochemistry , organic chemistry , catalysis , polymer , materials science , copolymer , metallurgy
Phenyl Effects in Radical Additions to Alkenes Reactions of cyclohexylmercuric salts 4 with NaBH 4 in the presence of alkenes 8 yield products 10 . The main step of the reaction sequence, the addition of a cyclohexyl radical ( 7 ) to alkene 8 , can be measured using a competition technique. The data show that styrene reacts 30‐40 times faster than expected by the σ − p ‐value. This phenyl effects decreases in going from monosubstituted alkenes 8 to disubstituted alkenes 3, 2 and 1 because the steric hindrance of a coplanar orientation of the π‐system increases in the same order.