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Synthesis of Five-Porphyrin Nanorings by Using Ferrocene and Corannulene Templates.

ABSTRACT: The smallest and most strained member of a family of ?-conjugated cyclic porphyrin oligomers was synthesized by using pentapyridyl templates based on ferrocene and corannulene. Both templates are effective for directing the synthesis of the butadiyne-linked cyclic pentamer, despite the fact that the radii of their N5 donor sets are too small by 0.5?Å and 0.9?Å, respectively (from DFT calculations). The five-porphyrin nanoring exhibits a structured absorption spectrum and its fluorescence extends to 1200?nm, reflecting strong ??conjugation and Herzberg-Teller vibronic coupling.

SUBMITTER: Liu P

PROVIDER: S-EPMC5089564 | biostudies-literature | 2016 Jul

REPOSITORIES: biostudies-literature

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Synthesis of Five-Porphyrin Nanorings by Using Ferrocene and Corannulene Templates.

Liu Pengpeng P Hisamune Yutaka Y Peeks Martin D MD Odell Barbara B Gong Juliane Q JQ Herz Laura M LM Anderson Harry L HL

Angewandte Chemie (International ed. in English) 20160523 29

The smallest and most strained member of a family of π-conjugated cyclic porphyrin oligomers was synthesized by using pentapyridyl templates based on ferrocene and corannulene. Both templates are effective for directing the synthesis of the butadiyne-linked cyclic pentamer, despite the fact that the radii of their N5 donor sets are too small by 0.5 Å and 0.9 Å, respectively (from DFT calculations). The five-porphyrin nanoring exhibits a structured absorption spectrum and its fluorescence extends ...[more]

PMID: 27213825

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