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Capto‐dative Substituenteneffekte in Benzylradikalen, II. Rotationsbarriere im α‐Cyan‐α‐methoxybenzylradikal
Author(s) -
Korth HansGert,
Lommes Petra,
Sicking Willi,
Sustmann Reiner
Publication year - 1985
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.19851181135
Subject(s) - chemistry , substituent , radical , cyan , stereochemistry , crystallography , medicinal chemistry , computational chemistry , organic chemistry , art , visual arts
Capto‐dative Substituent Effects in Benzylic Radicals, II. Rotational Barrier in α‐Cyano‐α‐methoxybenzyl Radical The barrier to rotation about the benzylic bond in α‐cyano‐α‐methoxybenzyl radical was determined to E a = 9.8±0.8 kcal/mol (log A = 12.6±0.5) by ESR line‐shape analysis in the temperature range from 30 to 80°C. Comparison with known and estimated rotational barriers in α‐monosubstituted benzyl radicals indicates for this radical no special capto‐dative stabilization which exceeds the additivity of the substituent effects.