Synthesis 2017; 49(14): 3145-3148
DOI: 10.1055/s-0036-1588819
paper
© Georg Thieme Verlag Stuttgart · New York

An Alternative Synthesis of Bipyrenol: A High-Yield Oxidative Coupling Reaction of a Pyrene Derivative with Cu(BF4)2·nH2O

Subas Rajbangshi, Ken-ichi Sugiura*
  • Department of Chemistry, Graduate School of Science and Engineering, Tokyo Metropolitan University, 1-1 Minami-Osawa, Hachi-Oji, Tokyo 192-0397, Japan   Email: sugiura@porphyrin.jp
Further Information

Publication History

Received: 04 March 2017

Accepted after revision: 02 April 2017

Publication Date:
09 May 2017 (eFirst)

Abstract

An alternative synthesis has been developed with the objective of extending the applications of bipyrenol in mind. The key reaction involves the oxidative coupling of 2-hydroxypyrene menthyl carbonate to afford the corresponding pyrene dimer. In marked contrast to our previous method, i.e., the oxidation of 2-hydroxypyrene, the revised method is a clean and high-yielding reaction. By optimizing the reaction conditions, the yield of the alternative synthesis is increased to 88%.

Supporting Information