Single-Crystal-to-Single-Crystal [2 + 2] Photodimerization Involving B←N Coordination with Generation of a Thiophene Host

Gonzalo Campillo-Alvarado, Changan Li, Zhiting Feng, Kristin M. Hutchins, Dale C. Swenson, Herbert Höpfl, Hugo Morales-Rojas, Leonard R. Macgillivray

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

We report on B←N coordination to support a single-crystal-to-single-crystal reaction in the solid state. A [2 + 2] photodimerization is achieved with face-to-face π-stacks of monotopic B←N adducts composed of a phenylboronic acid catechol ester and an alkene with a terminal thiophene group. The photoreaction generates a ditopic B-adduct involving a head-to-tail cyclobutane regio- and stereoselectively. The photodimerization is accompanied by an increase in the tetrahedral character of the B atom. The resulting boron enables channel confinement of chloroform upon recrystallization.

Original languageEnglish
Pages (from-to)2197-2201
Number of pages5
JournalOrganometallics
Volume39
Issue number12
DOIs
StatePublished - Jun 22 2020

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