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Letter

Enantiopure Anthrylene−Ethynylene Cyclic Tetramer and Racemization via Rotation of Anthracene Unit about Acetylenic Axes¹

Supporting Info

Takeharu Ishikawa,^† Toshiaki Shimasaki,^‡ Haruo Akashi,^§ and Shinji Toyota*^†

Department of Chemistry, Faculty of Science and Institute of Natural Sciences, Okayama University of Science, 1-1 Ridaicho, Okayama 700-0005, Japan, and Department of Chemistry, Faculty of Science, Kyushu University, 6-10-1 Hakozaki, Higashi-ku, Fukuoka, 812-8581, Japan

Org. Lett., 2008, 10 (3), pp 417–420

DOI: 10.1021/ol702783v

Publication Date (Web): December 29, 2007

†

Department of Chemistry, Faculty of Science, Okayama University of Science.

‡

Kyushu University.

Institute of Natural Sciences, Okayama University of Science.

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, stoyo@chem.ous.ac.jp

Abstract

Four anthracene and four acetylene units are used to construct a chiral π-conjugate macrocycle, the chirality of which is due to the restricted rotation about acetylenic axes. Enantiomers were readily resolved by chiral HPLC and racemized slowly even at 70 °C.

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Published In Issue February 07, 2008
Received November 16, 2007

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Letter

Enantiopure Anthrylene−Ethynylene Cyclic Tetramer and Racemization via Rotation of Anthracene Unit about Acetylenic Axes¹