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. Issue 16 (12th March 2019)

• Record Type: Journal Article
• Authors: Campillo‐Alvarado, Gonzalo; D'mello, Kyle P.; Swenson, Dale C.; Santhana Mariappan, S. V.; Höpfl, Herbert; Morales‐Rojas, Hugo; MacGillivray, Leonard R.
• Is Part Of: Angewandte Chemie international edition. Volume 58:Issue 16(2019)
• Page Start: 5413
• Page End: 5416
• Publication Date: 2019-03-12
• Subjects: boronic ester -- boron-nitrogen adducts -- dimerization -- molecular recognition -- self-assembly; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201812174
• Languages: English
• ISSNs: 1433-7851

Abstract

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. Abstract : 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.