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

Autoren

  • Subas Rajbangshi

    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
  • 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
Weitere Informationen

Publikationsverlauf

Received: 04. März 2017

Accepted after revision: 02. April 2017

Publikationsdatum:
09. Mai 2017 (online)


Graphical Abstract

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