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Wiley, Angewandte Chemie, 29(128), p. 8498-8502, 2016

DOI: 10.1002/ange.201602909

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Synthesis of five-porphyrin nanorings by using ferrocene and corannulene templates

This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

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 to 1200 nm, reflecting strong π conjugation and Herzberg-Teller vibronic coupling.