Fused λ⁵-Phosphinines: Design, Syntheses, and Properties

Dedicated to Professor Masahiro Murakami on the occasion of his retirement

Abstract

Synthesis of several heterocycle-fused λ⁵-phosphinines through intramolecular cyclization is described. The incorporation of a heteroatom affected their photophysical properties through perturbation of the LUMO level, which is in good contrast to the HOMO-based tuning by the C-4 substituent. The C-3-substituent-based property tuning provides a new guide to designing phosphinine-based fluorophores.

Key words

phosphinine - heteroaromatics - fluorescence - cyclization - coupling

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• 8 CCDC 2214502 (2a), 2214503 (2b), 2214506 (2c), 2214506 (2d), 2214509 (2e), and 2214510 (3a′) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/structures