Journal article
Applications of hydrogen-bond-acceptor templates to direct 'in-phase' reactivity of a diene diacid in the solid state
Photochemical & photobiological sciences, Vol.10(9), pp.1384-1386
09/2011
DOI: 10.1039/c1pp05077j
PMID: 21479316
Abstract
The hydrogen-bond-acceptor (HBA) templates 2,3-bis(4-methylenethiopyridyl)naphthalene (2,3-nap) and 1,8-bis(4-pyridyl)naphthalene (1,8-dpn) are used to assemble (E,E)-2,5-dimethylmuconic acid (dmma) in the solid state for an intermolecular [2 + 2] photocycloaddition. Co-crystallisation of 2,3-nap with dmma affords an 1D hydrogen-bonded polymer that is photostable while 1,8-nap affords a 0D hydrogen-bonded assembly that is photoactive. The diene stacks in-phase and reacts to give a syn monocyclobutane in up to 55% yield.
Details
- Title: Subtitle
- Applications of hydrogen-bond-acceptor templates to direct 'in-phase' reactivity of a diene diacid in the solid state
- Creators
- Manza B J Atkinson - Department of Chemistry, University of Iowa, Iowa City, USAAnatoliy N SokolovDejan-Krešimir BučarS V Santhana MariappanMartin T MwangiMichael C TiedmanLeonard R MacGillivray
- Resource Type
- Journal article
- Publication Details
- Photochemical & photobiological sciences, Vol.10(9), pp.1384-1386
- DOI
- 10.1039/c1pp05077j
- PMID
- 21479316
- NLM abbreviation
- Photochem Photobiol Sci
- ISSN
- 1474-905X
- eISSN
- 1474-9092
- Language
- English
- Date published
- 09/2011
- Academic Unit
- Pharmaceutical Sciences and Experimental Therapeutics; Chemistry
- Record Identifier
- 9984216572902771
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