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Use of orthoesters in the synthesis of meso-substituted porphyrins

✍ Scribed by Simon Fox; Robert Hudson; Ross W. Boyle

Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
90 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis

The use of two orthoesters, trimethyl orthoacetate and trimethyl orthobenzoate, in the synthesis of porphyrins from 5-phenyldipyrromethanes is described. Previously unreported 5,15-diphenyl-10,20-dimethyl porphyrins can be accessed conveniently by this route. A relationship between the steric bulk of the orthoester and the amount of scrambling of the porphyrin products has been found. Strong electron-withdrawing substituents on the phenyl ring of the dipyrromethane also enhance scrambling.

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