Putting Cocrystal Stoichiometry to Work: A Reactive Hydrogen-Bonded "Superassembly" Enables Nanoscale Enlargement of a Metal-Organic Rhomboid via a Solid-State Photocycloaddition

Qianli Chu; Andrew J E Duncan; Giannis S Papaefstathiou; Tamara D Hamilton; Manza B J Atkinson; S V Santhana Mariappan; Leonard R MacGillivray

doi:10.1021/jacs.8b01775

Journal article

Putting Cocrystal Stoichiometry to Work: A Reactive Hydrogen-Bonded "Superassembly" Enables Nanoscale Enlargement of a Metal-Organic Rhomboid via a Solid-State Photocycloaddition

Qianli Chu, Andrew J E Duncan, Giannis S Papaefstathiou, Tamara D Hamilton, Manza B J Atkinson, S V Santhana Mariappan and Leonard R MacGillivray

Journal of the American Chemical Society, Vol.140(14), pp.4940-4944

04/11/2018

DOI: 10.1021/jacs.8b01775

PMID: 29544245

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Abstract

Enlargement of a self-assembled metal-organic rhomboid is achieved via the organic solid state. The solid-state synthesis of an elongated organic ligand was achieved by a template directed [2 + 2] photodimerization in a cocrystal. Initial cocrystals obtained of resorcinol template and reactant alkene afforded a 1:2 cocrystal with the alkene in a stacked yet photostable geometry. Cocrystallization performed in the presence of excess template resulted in a 3:2 cocrystal composed of novel discrete 10-component hydrogen-bonded "superassemblies" wherein the alkenes undergo a head-to-head [2 + 2] photodimerization. Isolation and reaction of elongated photoproduct with Cu(II) ions afforded a metal-organic rhomboid of nanoscale dimensions that hosts small molecules in the solid state as guests.

Details

Title: Subtitle: Putting Cocrystal Stoichiometry to Work: A Reactive Hydrogen-Bonded "Superassembly" Enables Nanoscale Enlargement of a Metal-Organic Rhomboid via a Solid-State Photocycloaddition
Creators: Qianli Chu - Department of Chemistry , University of Iowa , Iowa City , Iowa 52245 , United States
Andrew J E Duncan - Department of Chemistry , University of Iowa , Iowa City , Iowa 52245 , United States
Giannis S Papaefstathiou - Department of Chemistry , University of Iowa , Iowa City , Iowa 52245 , United States
Tamara D Hamilton - Department of Chemistry , University of Iowa , Iowa City , Iowa 52245 , United States
Manza B J Atkinson - Department of Chemistry , University of Iowa , Iowa City , Iowa 52245 , United States
S V Santhana Mariappan - Department of Chemistry , University of Iowa , Iowa City , Iowa 52245 , United States
Leonard R MacGillivray - Department of Chemistry , University of Iowa , Iowa City , Iowa 52245 , United States
Resource Type: Journal article
Publication Details: Journal of the American Chemical Society, Vol.140(14), pp.4940-4944
DOI: 10.1021/jacs.8b01775
PMID: 29544245
ISSN: 0002-7863
eISSN: 1520-5126
Grant note: DOI: 10.13039/100000078, name: Division of Materials Research, award: DMR-1708673
Language: English
Date published: 04/11/2018
Academic Unit: Pharmaceutical Sciences and Experimental Therapeutics; Chemistry
Record Identifier: 9984216678002771

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