TY - JOUR AU - Singh, Pargat; Nath, Mahendra TI - A Modified Vilsmeier–Haack Strategy to Construct β-Pyridine-Fused 5,10,15,20-Tetraarylporphyrins SN - 2509-9396 PY - 2020 JO - SynOpen JF - SynOpen LA - EN VL - 04 IS - 02 SP - 44 EP - 50 DA - 2020/06/08 KW - 2-chloro-3-formylpyrido[2,3-b]porphyrins KW - 3-formylpyrido[2,3-b]porphyrins KW - Knoevenagel condensation KW - redshift KW - synthesis KW - Vilsmeier–Haack reaction AB - 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. PB - Georg Thieme Verlag DO - 10.1055/s-0040-1707429 UR - http://www.thieme-connect.de/products/ejournals/abstract/10.1055/s-0040-1707429 ER -