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Exploiting Boron Coordination: B←N Bond Supports a [2+2] Photodimerization in the Solid State and Generation of a Diboron Bis‐Tweezer for Benzene/Thiophene Separation
Journal article   Peer reviewed

Exploiting Boron Coordination: B←N Bond Supports a [2+2] Photodimerization in the Solid State and Generation of a Diboron Bis‐Tweezer for Benzene/Thiophene Separation

Gonzalo Campillo‐Alvarado, Kyle P D'mello, Dale C Swenson, S. V. Santhana Mariappan, Herbert Höpfl, Hugo Morales‐Rojas and Leonard R MacGillivray
Angewandte Chemie (International ed.), Vol.58(16), pp.5413-5416
04/08/2019
DOI: 10.1002/anie.201812174
PMID: 30770618

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Abstract

B←N coordination supports a [2+2] photodimerization in the solid state. The bond is defined by an orthogonal interaction between stilbazole and a phenylboronic ester to enable a stereocontrolled and rapid photoreaction. The cyclobutane photoproduct affords a novel diboron bis‐tweezer adduct that is used to separate a mixture of benzene and thiophene upon crystallization. Something in the way it binds: B←N interaction of boronic esters and pyridines was used to facilitate a regioselective [2+2] photodimerization in the solid state for the first time to generate a diboron tweezer host. Selective uptake of thiophene from a mixture of benzene/thiophene was facilitated by generated host.
 Molecular Recognition boron-nitrogen adducts boronic ester dimerization self-assembly

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