A Divergent Alkyne Diol Directs [2 + 2] Photoreactivity in the Solid State: Cocrystal, Supramolecular Catalysis, and Sublimation Effects

Shalisa M Oburn; Jay Quentin; Leonard R MacGillivray

doi:10.3390/molecules24173059

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A Divergent Alkyne Diol Directs [2 + 2] Photoreactivity in the Solid State: Cocrystal, Supramolecular Catalysis, and Sublimation Effects

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A Divergent Alkyne Diol Directs [2 + 2] Photoreactivity in the Solid State: Cocrystal, Supramolecular Catalysis, and Sublimation Effects

Shalisa M Oburn, Jay Quentin and Leonard R MacGillivray

Molecules (Basel, Switzerland), Vol.24(17), p.3059

08/22/2019

DOI: 10.3390/molecules24173059

PMCID: PMC6749457

PMID: 31443541

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Abstract

2-butyne-1,4-diol ( ) is used as a divergent ditopic template that directs -1,2-bis ( pyridyl) ethylene ( , where = ' = 3 or 4) to undergo an intermolecular [2 + 2] photodimerization in the solid state. The components of cocrystals [( )·( )] and [( )·( )] form 1D hydrogen-bonded polymers with assembled as infinite parallel stacks. The alkenes undergo [2 + 2] photocycloadditions to form -tetrakis ( -pyridyl) cyclobutane (where = 3 or 4). We demonstrate that the reactive solid involving exhibits supramolecular catalysis.

Alkynes - chemistry

Catalysis

Chemical Phenomena

Crystallography, X-Ray

Magnetic Resonance Spectroscopy

Mechanical Phenomena

Models, Molecular

Molecular Structure

Phase Transition

Photochemical Processes

Details

Title: Subtitle: A Divergent Alkyne Diol Directs [2 + 2] Photoreactivity in the Solid State: Cocrystal, Supramolecular Catalysis, and Sublimation Effects
Creators: Shalisa M Oburn - Department of Chemistry, University of Iowa, Iowa City, IA 52242, USA
Jay Quentin - Department of Chemistry, University of Iowa, Iowa City, IA 52242, USA
Leonard R MacGillivray - Department of Chemistry, University of Iowa, Iowa City, IA 52242, USA. len-macgillivray@uiowa.edu
Resource Type: Journal article
Publication Details: Molecules (Basel, Switzerland), Vol.24(17), p.3059
DOI: 10.3390/molecules24173059
PMID: 31443541
PMCID: PMC6749457
NLM abbreviation: Molecules
ISSN: 1420-3049
eISSN: 1420-3049
Grant note: DMR-1708673 / National Science Foundation
Language: English
Date published: 08/22/2019
Academic Unit: Pharmaceutical Sciences and Experimental Therapeutics; Chemistry
Record Identifier: 9984216567802771

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