Jump to main content
Jump to site search

Issue 10, 2014
Previous Article Next Article

Selective isomerization–carbonylation of a terpene trisubstituted double bond

Author affiliations

Abstract

Selective catalytic carbonylation of the trisubstituted double bond of citronellic acid is enabled via an isomerization–functionalization approach. Alkoxycarbonylation with [{1,2-(tBu2PCH2)2C6H4}Pd(OTf)2] as a catalyst precursor occurs with >97% selectivity for the terminal diester dimethyl-3,7-dimethylnonane-dioate. This prevails much over the typical cationic methoxyaddition. The reactive primary carboxy group formed allows for e.g. the preparation of the high molecular weight novel polyester poly[3,7-dimethylnonanediyl-3,7-dimethylnonanedioate].

Graphical abstract: Selective isomerization–carbonylation of a terpene trisubstituted double bond

Back to tab navigation

Supplementary files

Article information


Submitted
02 Jul 2014
Accepted
18 Aug 2014
First published
03 Sep 2014

Green Chem., 2014,16, 4541-4545
Article type
Communication

Selective isomerization–carbonylation of a terpene trisubstituted double bond

H. Busch, F. Stempfle, S. Heß, E. Grau and S. Mecking, Green Chem., 2014, 16, 4541
DOI: 10.1039/C4GC01233J

Social activity

Search articles by author

Spotlight

Advertisements