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치환에 의해서 야기되는 Benzene ring의 변형에 관한 고찰
서정선,조정랑 명지대학교 1978 明大論文集 Vol.11 No.-
The small deformations induced by subtitution in the skeletal geometry of the benzene ring are analysed in detail in a number of monosubstituted benzene derivatives. It is shown that the available structural data, which come mainly from room Temperature X-ray diffraction experiments, are unsuitable for a detailed investigation of the bond length distrbution within the ring, because of the effects of the thermal motion. They are suitable, however, for a study of the internal bond angles. The observed dependence of the ring geometry upon the σ-electronwithdrawing or-releasing properties of the substituent and the extent of its conjugation with the ring is discussed in terms of ① hybridization effects at the carbon atom at which substitution takes places ② valence shell electron pair repulsions ③ intramolecular non-bonded interactions, and ④ coulombic attractions between formally charged atoms. If appears that the experimental evidence is best rationalized in terms of either hybridization changes or valence shell electron pair repulsions.