Polycyclic aromatic hydrocarbons by ring-closing metathesis

MC Bonifacio, CR Robertson, JY Jung…

Index: Bonifacio, Margel C.; Robertson, Charles R.; Jung, Jun-Young; King, Benjamin T. Journal of Organic Chemistry, 2005 , vol. 70, # 21 p. 8522 - 8526

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Citation Number: 78

Abstract

A strategy for the synthesis of polycyclic aromatic hydrocarbons (PAHs) by the ring-closing olefin metathesis (RCM) of pendant olefins on a phenylene backbone has been developed. RCM of 2, 4', 6', 2''-tetravinyl-[1, 1'; 3', 1''] terphenyl and 2, 2', 5', 2''-tetravinyl-[1, 1'; 4', 1'] terphenyl affords in high yield the isomeric [a, j] and [a, h] dibenzanthracenes, respectively. In contrast with other intramolecular annulation methods, such as Friedel-Crafts acylations ...