Elsevier

Tetrahedron Letters

Volume 37, Issue 8, 19 February 1996, Pages 1183-1186
Tetrahedron Letters

Synthesis and structural characterization of nonplanar tetraphenylporphyrins with graded degree of β-ethyl substitution

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Abstract

Tetraphenylporphyrins bearing two, four, and six β-ethyl groups have been synthesized by mixed condensation of benzaldehyde with diethylpyrrole and pyrrole. Investigation of all isomers by spectroscopy and X-ray crystallography shows a series of porphyrins with graded degree of nonplanarity depending on number and position of the ethyl substituents.

Mixed condensation of pyrrole, diethylpyrrole and benzaldehyde yields a series of porphyrins with increasing macrocycle distortion.

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