Title

Manipulation of Vinyl Groups in Protoporphyrin IX: Introduction of Deuterium and Carbon-13 Labels for Spectroscopic Studies

Document Type

Article

Publication Date

10-1-1983

Abstract

Using commercially available hemin (5) as the starting material, routes for preparation of monovinyl deuterated (27), monovinyl carbon-13 enriched (41, 42), and divinyl carbon-13 enriched (43, 44) derivatives of protoporphyrin IX dimethyl ester (1) are described. The monovinyl carbon-13 enriched porphyrins 41 and 42 were obtained by way of a previously reported Wittig reaction on Spirographis and iso-Spirographis porphyrin dimethyl esters 28 and 39, respectively. A new efficient partial synthesis of Spirographis porphyrin dimethyl ester (28) from deuteroporphyrin IX dimethyl ester (7) is reported, and in this the key formyl group at the 2 position is inserted by way of a Vilsmeier reaction employing a hindered amide. © 1983, American Chemical Society. All rights reserved.

Publication Source (Journal or Book title)

Journal of the American Chemical Society

First Page

6638

Last Page

6646

This document is currently not available here.

Share

COinS