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Wittig Reaction with Carbon Suboxide: Synthesis of Dimethyl 1,5‐Diphenyl‐1,2,3,4‐pentatetraenedicarboxylate
Author(s) -
Nader Franz W.,
Brecht Angelika
Publication year - 1986
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198600931
Subject(s) - wittig reaction , ylide , nucleophile , chemistry , adduct , organic chemistry , michael reaction , carbon fibers , medicinal chemistry , catalysis , materials science , composite number , composite material
The first functionalized pentatetraene , the diester 3 , has been obtained in crystalline form. It was prepared by double Wittig reaction of carbon suboxide 1 with the ylide 2 . The thermally extremely labile 3 readily reacts with nucleophiles to give unusual Michael adducts (R 1 = Ph, R 2 = CO 2 Me).