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Synthesis 2023; 55(16): 2595-2601
DOI: 10.1055/a-2079-3865
paper
Special Issue Honoring Prof. Guoqiang Lin’s Contributions to Organic Chemistry

Self-Complementary Dimer of Zinc(II) Porphyrins through Coordination with Oxygen Ligands

Yuanzhen Ke∗
a   Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, Zhejiang Key Laboratory for Reactive Chemistry on Solid Surfaces, Institute of Physical Chemistry, Zhejiang Normal University, Jinhua, 321004, China
,
Hsian-Wen Wang
b   Department of Chemistry, National Taiwan University, Taipei 106, Taiwan
,
Zhichang Liu∗
c   Key Laboratory of Precise Synthesis of Functional Molecules of Zhejiang Province, Department of Chemistry, School of Science and Research Center for Industries of the Future, Westlake University, and Westlake Institute for Advanced Study, 600 Dunyu Road, Hangzhou 310030, China
,
Tien-Yau Luh∗
b   Department of Chemistry, National Taiwan University, Taipei 106, Taiwan
› Author AffiliationsWe acknowledge financial support from the National Natural Science Foundation of China (21971211 and 22171232), the Natural Science Foundation of Zhejiang Province (2022XHSJJ007), the Qiantang River Talent Foundation (QJD1902029), Westlake University, and Zhejiang Normal University.
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Dedicated to Professor Guoqiang Lin on the occasion of his 80th birthday for his great contributions to the development of organic chemistry.

Abstract

Oxygen ligands have been shown to play a critical role in the formation and organization of metalloporphyrin assemblies and natural chlorosomes. In this work, mutually complementary head-to-tail dimers of zinc(II) porphyrins were synthesized through the coordination of zinc with the imide group and 7-oxanorbornene oxygen ligands. UV/Vis absorption and emission, 1H NMR as well as FT-IR analyses were used to determine the structure. The dimerization association constant K has been determined to be 5.6 M–1 and 29 M–1, respectively, by the dilution experiment.

Key words

metalloporphyrins - self-assemble - aggregation - coordination - oxygen ligands - dimerization

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/a-2079-3865.
  • Supporting Information


Publication History

Received: 23 February 2023

Accepted after revision: 24 April 2023

Accepted Manuscript online:
24 April 2023

Article published online:
22 May 2023

© 2023. Thieme. All rights reserved

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