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DOI: 10.1055/s-0040-1707429
A Modified Vilsmeier–Haack Strategy to Construct β-Pyridine-Fused 5,10,15,20-Tetraarylporphyrins
The authors are grateful to the University of Delhi for providing a DST PURSE grant. P.S. is grateful to UGC, New Delhi, India for the award of a Senior Research Fellowship.Publication History
Received: 31 March 2020
Accepted after revision: 06 May 2020
Publication Date:
08 June 2020 (online)
![](https://www.thieme-connect.de/media/10.1055-s-00032269/202002/lookinside/thumbnails/so-2020-d0011-op_10-1055_s-0040-1707429-1.jpg)
Abstract
A modified Vilsmeier–Haack strategy has been developed to construct a novel series of π-extended nickel(II) or copper(II) complexes of 2-chloro-3-formyl- and 3-formylpyrido[2,3-b]porphyrins from 2-acetamido-meso-tetraarylporphyrins. After chromatographic purification and spectral characterization, nickel(II) complexes of 2-chloro-3-formyl- and 3-formylpyrido[2,3-b]porphyrins underwent reaction with malononitrile under Knoevenagel conditions to afford new porphyrins with extended π-conjugation in appreciable yields. On photophysical investigation, the newly prepared pyridoporphyrins displayed a significant redshift in their electronic absorption spectra as compared to simple meso-tetraarylporphyrin precursors.
Key words
2-chloro-3-formylpyrido[2,3-b]porphyrins - 3-formylpyrido[2,3-b]porphyrins - Knoevenagel condensation - redshift - synthesis - Vilsmeier–Haack reactionSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1707519.
- Supporting Information
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