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Paper | Special issue | Vol 88, No. 1, 2014, pp.223-231
Published online, 20th June, 2013
DOI: 10.3987/COM-13-S(S)5
Palladium-Catalyzed Tetraarylation of 5,15-Dialkylporphyrins with Aryl Bromides

Yutaro Yamamoto, Sumito Tokuji, Takayuki Tanaka, Hideki Yorimitsu,* and Atsuhiro Osuka*

*Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan

Abstract

Nickel complexes of 5,15-dialkylporphyrins are subjected to palladium-catalyzed direct arylation under the modified Fagnou conditions. The arylation takes place still exclusively at the four less hindered β positions although the meso-nonyl, hexyl, and propyl groups are considered to impose less steric hindrance than the meso-3,5-di-tert-butylphenyl group in the previous report.