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Updated: Oct 25, 2026

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Conformational Flexibility and Size of Large trans-Vinylene-Bridged Thiaporphyrinoids Influence Boron Coordination
Sumit Sahoo1, Marcin A Majewski2, Wojciech Stawski3
1School of Chemical Sciences, Indian Association for the Cultivation of Science, 2A/2B Raja S.C. Mullick Road, Jadavpur, Kolkata, West Bengal700 032, India.
Abstract:
Two π-extended core-modified porphyrinoids were synthesized and structurally characterized to probe boron-induced geometry switching and modulation of electron delocalization. trans-Vinylene-bridged hexathiadodecaphyrin forms the largest fully characterized porphyrinoid BODIPY-type complex while retaining the parent open-form geometry, whereas octathiahexadecaphyrin does not support boron coordination. Notably, a smaller figure-of-eight tetrathiaoctaphyrin analogue exhibits unusual direct C-B bond formation, highlighting the pronounced structural sensitivity of expanded porphyrinoids and their utility in accessing unconventional bonding and coordination modes.
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