A concise approach to the synthesis of opp-dibenzoporphyrins through the Heck reaction

Rohit Deshpande; Lin Jiang; Gregory Schmidt; John Rakovan; Xiaoping Wang; Kraig Wheeler; Hong Wang

doi:10.1021/ol901615f

A concise approach to the synthesis of opp-dibenzoporphyrins through the Heck reaction

Org Lett. 2009 Oct 1;11(19):4251-3. doi: 10.1021/ol901615f.

Authors

Rohit Deshpande¹, Lin Jiang, Gregory Schmidt, John Rakovan, Xiaoping Wang, Kraig Wheeler, Hong Wang

Affiliation

¹ Department of Chemistry and Biochemistry, Miami University, Oxford, Ohio 45056, USA.

PMID: 19775180
DOI: 10.1021/ol901615f

Abstract

A concise approach to the synthesis of functionalized opp-dibenzoporphyrins is described. In this method, introduction of alkenyl groups to the porphyrin periphery through the vicinal 2-fold Heck reaction, 6-pi electrocyclization, and subsequent aromatization occur in one pot.

Publication types

Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Crystallography, X-Ray
Cyclization
Models, Molecular
Molecular Structure
Organometallic Compounds / chemical synthesis*
Organometallic Compounds / chemistry
Porphyrins / chemical synthesis*
Porphyrins / chemistry

Substances

Organometallic Compounds
Porphyrins