Post-application of dry vortex grinding improves the yield of a [2+2] photodimerization: Addressing static disorder in a cocrystal

Elizabeth Elacqua; Katherine A Kummer; Ryan H Groeneman; Eric W Reinheimer; Leonard R MacGillivray

doi:10.1016/j.jphotochem.2015.12.004

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Journal article

Post-application of dry vortex grinding improves the yield of a [2+2] photodimerization: Addressing static disorder in a cocrystal

Elizabeth Elacqua, Katherine A Kummer, Ryan H Groeneman, Eric W Reinheimer and Leonard R MacGillivray

Journal of photochemistry and photobiology. A, Chemistry., Vol.331, pp.42-47

12/01/2016

DOI: 10.1016/j.jphotochem.2015.12.004

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Abstract

•[2+2] photodimerization conducted in cocrystal.•Yield improved via mechanochemistry.•Cocrystal exhibits static disorder of a carbon–carbon double bond. A post-application of dry vortex grinding is used to improve a solid-state photodimerization to near quantitative yield that without grinding does not go to completion. Variable temperature X-ray crystal structure data support the vortex grinding to overcome detrimental effects of static disorder that suppresses the yield of the photoreaction in the solid.

Crystal engineering

Photodimerization

Supramolecular chemistry

Details

Title: Subtitle: Post-application of dry vortex grinding improves the yield of a [2+2] photodimerization: Addressing static disorder in a cocrystal
Creators: Elizabeth Elacqua - Department of Chemistry, University of Iowa, Iowa City, IA 52242, USA
Katherine A Kummer - Department of Biological Sciences, Webster University, St. Louis, MO 63119, USA
Ryan H Groeneman - Department of Biological Sciences, Webster University, St. Louis, MO 63119, USA
Eric W Reinheimer - Department of Chemistry and The W.M. Keck Foundation Center for Molecular Structure, California State University, San Marcos, CA 92096, USA
Leonard R MacGillivray - Department of Chemistry, University of Iowa, Iowa City, IA 52242, USA
Resource Type: Journal article
Publication Details: Journal of photochemistry and photobiology. A, Chemistry., Vol.331, pp.42-47
DOI: 10.1016/j.jphotochem.2015.12.004
ISSN: 1010-6030
eISSN: 1873-2666
Publisher: Elsevier B.V
Grant note: name: Webster University for a Faculty Research Grant, award: DMR-1408834; name: Faculty Development Fund; DOI: 10.13039/100000001, name: National Science Foundation
Language: English
Date published: 12/01/2016
Academic Unit: Pharmaceutical Sciences and Experimental Therapeutics; Chemistry
Record Identifier: 9984216596102771

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