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ESR.‐Messungen an Radikal‐Anionen Trimethylsilyl‐substituierter Hetero‐π‐Systeme
Author(s) -
Gerson F.,
Krynitz U.,
Bock H.
Publication year - 1969
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19690520835
Subject(s) - chemistry , trimethylsilyl , substituent , medicinal chemistry , aniline , delocalized electron , benzoquinone , photochemistry , organic chemistry
The ESR. spectra of the radical anions of trimethylsilyl‐substituted derivatives of p ‐benzoquinone, phenylketone, diimine, p ‐benzoquinone‐diimide, aniline and p ‐phenylenediamine are reported. In most cases the coupling constants of 29 Si isotopes in natural abundance have been measured. The comparison of the ESR. data for the radical anions of the trimethylsilyl derivatives with those for the radical anions of the corresponding parent hydrocarbons and/or alkyl‐substituted compounds provide additional evidence for the overall electron withdrawing effect of the trimethylsilyl substituent (Si←C π and Si← n π delocalization).