Synthesis and Reactivity of 23-tert-Butyl- and 23-Phenyltetraarylazuliporphyrins: an Analysis of the Effect of Bulky Substituents on Oxidative Ring Contractions to Benzocarbaporphyrins (Eur. J. Org. Chem. 24/2007)

Synthesis and Reactivity of 23-tert-Buty

Synthesis and Reactivity of 23-tert-Butyl- and 23-Phenyltetraarylazuliporphyrins: an Analysis of the Effect of Bulky Substituents on Oxidative Ring Contractions to Benzocarbaporphyrins

✍ Jessica A. El-Beck; Timothy D. Lash 📂 Article 📅 2007 🏛 John Wiley and Sons 🌐 English ⚖ 216 KB

## Abstract 6‐__tert__‐Butyl‐ and 6‐phenylazulene reacted with pyrrole and benzaldehyde in a molar ratio of 1:3:4 in the presence of BF~3~**·**Et~2~O in chloroform, followed by oxidation with DDQ, to give 2^3^‐substituted tetraphenylazuliporphyrins in 15–20 % yield. Slightly higher yields of the re