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Formation of Vinylic Dipyrroles by the Deprotonation of meso-Alkyl and meso-Benzyl Dipyrrin HCl Salts
Journal article   Peer reviewed

Formation of Vinylic Dipyrroles by the Deprotonation of meso-Alkyl and meso-Benzyl Dipyrrin HCl Salts

Adeeb Al-Sheikh Ali, Judy Cipot-Wechsler, T. Stanley Cameron and Alison Thompson
Journal of organic chemistry, Vol.74(7), pp.2866-2869
03/04/2009
PMID: 19253979

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
Under basic conditions, dipyrrin salts bearing alkyl and benzyl groups at the meso-position undergo deprotonation to give vinylic dipyrroles, rather than the corresponding free-base dipyrrins. The deprotonation is reversible and quantitatively returns the dipyrrinato framework under acidic conditions.

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