Synlett 2021; 32(11): 1072-1084
DOI: 10.1055/s-0040-1705979
account

Porphyrinoids with Vinylene Bridges

Daiki Kuzuhara
a   Faculty of Science and Engineering, Iwate University, 4-3-5 Ueda, Morioka, Iwate 020-8551, Japan
,
Hiroko Yamada
b   Graduate School of Science and Technology, Nara Institute of Science and Technology (NAIST), 8916-5 Takayama-cho, Ikoma, Nara 630-0192, Japan
› Author Affiliations
This work was partly supported by Grants-in-Aid for Scientific Research (KAKENHI) from the JSPS.


Abstract

Porphyrinoids containing vinylene bridges, such as triphyrin(2.1.1), porphycene, porphyrin(2.1.2.1), and hexaphyrin(2.1.2.1.2.1), are a relatively new family of porphyrinoids. Vinylene bridges give porphyrinoids a lower symmetry and a flexibility of the framework and they permit cis/trans-isomerization reactions; these factors confer unique properties to these substances, such as coordination to metal ions and aromaticity switching. In this account, the synthesis, crystal structures, and properties of new porphyrinoids containing vinylene bridges are summarized.

1 Introduction

2 Triphyrin(2.1.1)

3 Porphycene

4 Porphyrin(2.1.2.1)

5 Hexaphyrin(2.1.2.1.2.1)

6 Conclusion



Publication History

Received: 13 October 2020

Accepted after revision: 21 October 2020

Article published online:
27 November 2020

© 2020. Thieme. All rights reserved

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