Steric effect on the molecular hyperpolarizabilities of β-nitrostyrene derivatives

Bong Rae Cho, Jong Tae Je, Hyun Soo Kim, Seung Joon Jeon, Ok Keun Song, C. H. Wang

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

The steric effect on the first order hyperpolarizability of the β-nitrostyrene derivatives has been investigated by comparing the β values and the dihedral angles between the aryl and nitroalkenyl groups. In general the β value increased with the electron-donating ability of the substituent. The larger β value for 3,4-dimethoxy-β-nitrostyrene than that for p-methoxy-β-nitrostyrene has been attributed to the lower charge transfer energy for the former. The most striking substituent effect was observed in the β-methyl-β-nitrostyrene derivatives. Thus the βvalues for 3,4-dimethoxy- and p-methoxy derivatives of the latter decreased to near zero, probably because of the large distortion from planarity caused by the steric repulsion between the β-methyl and the aryl groups. The larger β value for p-dimethylamino-β-methyl-β-nitrostyrene has been interpreted with an increased electron-donating ability of the substituent and increased co-planarity.

Original languageEnglish
Pages (from-to)693-695
Number of pages3
JournalBulletin of the Korean Chemical Society
Volume17
Issue number8
Publication statusPublished - 1996

ASJC Scopus subject areas

  • Chemistry(all)

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