[24]Pentaphyrin(2.1.1.1.1): A Strongly Antiaromatic Pentaphyrin

Tomoki Yoneda; Tyuji Hoshino; Saburo Neya

doi:10.1021/acs.joc.7b01998

[24]Pentaphyrin(2.1.1.1.1): A Strongly Antiaromatic Pentaphyrin

J Org Chem. 2017 Oct 6;82(19):10737-10741. doi: 10.1021/acs.joc.7b01998. Epub 2017 Sep 27.

Authors

Tomoki Yoneda¹, Tyuji Hoshino¹, Saburo Neya¹

Affiliation

¹ Department of Physical Chemistry, Graduate School of Pharmaceutical Sciences, Chiba Unibersity , 1-8-1 Inohana Chuo-ku, Chiba, 260-8675, Japan.

PMID: 28925261
DOI: 10.1021/acs.joc.7b01998

Abstract

[24]Pentaphyrin(2.1.1.1.1) 1 was synthesized by dehydrogenation of dihydropentaphyrin(2.1.1.1.1) 2 as the first example of vinylogous pentaphyrin. Pentaphyrin 1 takes a roughly planar structure and shows strong antiaromatic character, reflecting a 24π-conjugated circuit. In spite of the antiaromatic character and the relatively small circuit, 1 is stable under ambient conditions.

Publication types

Research Support, Non-U.S. Gov't