Journal article
Single-Crystal-to-Single-Crystal [2 + 2] Photodimerization Involving B←N Coordination with Generation of a Thiophene Host
Organometallics, Vol.39(12), pp.2197-2201
06/22/2020
DOI: 10.1021/acs.organomet.0c00258
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.
Details
- Title: Subtitle
- Single-Crystal-to-Single-Crystal [2 + 2] Photodimerization Involving B←N Coordination with Generation of a Thiophene Host
- Creators
- Gonzalo Campillo-Alvarado - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United StatesChangan Li - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United StatesZhiting Feng - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United StatesKristin M Hutchins - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United StatesDale C Swenson - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United StatesHerbert Höpfl - Centro de Investigaciones Químicas, Instituto de Investigación en Ciencias Básicas y Aplicadas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, Cuernavaca 62209, MéxicoHugo Morales-Rojas - Centro de Investigaciones Químicas, Instituto de Investigación en Ciencias Básicas y Aplicadas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, Cuernavaca 62209, MéxicoLeonard R MacGillivray - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United States
- Resource Type
- Journal article
- Publication Details
- Organometallics, Vol.39(12), pp.2197-2201
- DOI
- 10.1021/acs.organomet.0c00258
- ISSN
- 0276-7333
- eISSN
- 1520-6041
- Grant note
- DOI: 10.13039/501100003141, name: Consejo Nacional de Ciencia y Tecnolog?a; DOI: 10.13039/100000078, name: Division of Materials Research, award: DMR-1708673
- Language
- English
- Date published
- 06/22/2020
- Academic Unit
- Chemistry; Pharmaceutical Sciences and Experimental Therapeutics
- Record Identifier
- 9984216590202771
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