Jump to main content
Jump to site search

Issue 10, 2008
Previous Article Next Article

Catalytic addition of alkyne C–H, amine N–H, and phosphine P–H bonds to carbodiimides: an efficient route to propiolamidines, guanidines, and phosphaguanidines

Author affiliations

Abstract

Various metal complexes (e.g., lanthanides, early transition metals, and alkali metals) can serve as catalyst precursors for the catalytic addition of alkyne C–H, amine N–H, and phosphine P–H bonds to carbodiimides, to give a new family of propiolamidines, guanidines, and phophaguanidines, some of which were difficult to prepare previously. The catalytic reaction proceeds generally through nucleophilic addition of an M–ER (E = CR1R2, NR1, PR1) bond, which is formed by an acid–base reaction between a catalyst precursor and a RE–H bond, to a carbodiimide compound, followed by protonolysis of the resultant amidinate(phospha)guanidinate species “{R′NC(ER)NR′}M” with RE–H.

Graphical abstract: Catalytic addition of alkyne C–H, amine N–H, and phosphine P–H bonds to carbodiimides: an efficient route to propiolamidines, guanidines, and phosphaguanidines

Back to tab navigation

Article information


Submitted
04 Jan 2008
First published
03 Apr 2008

Org. Biomol. Chem., 2008,6, 1720-1730
Article type
Perspective

Catalytic addition of alkyne C–H, amine N–H, and phosphine P–H bonds to carbodiimides: an efficient route to propiolamidines, guanidines, and phosphaguanidines

W. Zhang and Z. Hou, Org. Biomol. Chem., 2008, 6, 1720
DOI: 10.1039/B800135A

Social activity

Search articles by author

Spotlight

Advertisements