Crystallography

Proceedings of the Indian Academy of Sciences - Chemical Sciences

, Volume 92, Issue 4, pp 449-456

Crystallographic study of push-pull ethylenes

  • D. AdhikesavaluAffiliated withDepartment of Organic Chemistry, Indian Institute of Science
  • , Nirupa U. KamathAffiliated withDepartment of Organic Chemistry, Indian Institute of Science
  • , K. VenkatesanAffiliated withDepartment of Organic Chemistry, Indian Institute of Science

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Abstract

From structural data of several crystal structure analyses of push-pull ethylenes it is found that C=C bond lengths in this class of molecules are significantly longer than the value for this bond in ethylene. With powerful donors and acceptors such as -NMe2 and -COOMe groups respectively, the C=C bond length is as long as 1.460 å. Correlations are observed between (i) C=C bond lengths and the twist angles about the C=C bond and (ii) C=C bond lengths and the torsional barrier measured by thednmr technique.

Keywords

X-ray structure analysis push-pull ethylenes C=C bond lengths rotational barriers