The Journal of Organic Chemistry

Oxidative Coupling and Cross-Coupling of Acetylenic Amines and Acetylenic Carbinols1

GF Hennion, L Price

Index: Hennion,G.F.; Price,L. Journal of Organic Chemistry, 1962 , vol. 27, p. 1587 - 1591

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Citation Number: 10

Abstract

A number of conjugate diacetylenic 1, 6-amino alcohols, RIRaC (NRaRR')-kCkC-C (OH) RsRR', and diacetylenic 1, 6-diamines, RlR $ C (NR~ R4)-kC-C% CC ( NR8R4) R1R*, were prepared by oxidative coupling reactions. The products absorbed three moles of hydrogen rapidly (with Raney nickel in ethanol), the fourth mole slowly. Hydrogenolysis, particularly of the carbon-nitrogen bond, occurred extensively where steric hindrance waa severe.