Unexpected cyclization of β-(hydroxymethyl)phosphole into 1-phospha-1,6a-dihydrophosphapentalene: a fused 1,3-butadiene-based luminophore

Abstract

During the planned synthesis of carbon-bridged fused phospholes, an unexpected intramolecular cyclization of β-(hydroxymethyl)phosphole yielded 1-phospha-1,6a-dihydropentalene, besides the expected cyclized product. The solid-state emission of 1-phospha-1,6a-dihydropentalene indicates its potential as a 1,3-butadiene-based solid-state luminophore.

Graphical abstract: Unexpected cyclization of β-(hydroxymethyl)phosphole into 1-phospha-1,6a-dihydrophosphapentalene: a fused 1,3-butadiene-based luminophore

Supplementary files

Article information

Article type
Communication
Submitted
30 Апр. 2025
Accepted
21 Май 2025
First published
22 Май 2025
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2025, Advance Article

Unexpected cyclization of β-(hydroxymethyl)phosphole into 1-phospha-1,6a-dihydrophosphapentalene: a fused 1,3-butadiene-based luminophore

T. Higashino, R. Minobe, T. Machino and H. Imahori, Chem. Commun., 2025, Advance Article , DOI: 10.1039/D5CC02428E

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