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Regioselective photoreactions within a series of mixed co-crystals containing isosteric dihalogenated resorcinols with 4-stilbazole

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Abstract

The formation and photoreactivity of a series of mixed co-crystals containing 4-stilbazole along with both 4,6-dichlororesorcinol and 4,6-dibromoresorcinol at various ratios is reported. In all cases, the quantitative [2 + 2] cycloaddition reaction yields an identical head-to-tail photoproduct, namely rctt-1,3-bis(4-pyridyl)-2,4-bis(phenyl)cyclobutane. The selectivity in the cycloaddition reaction occurred due to a shorter distance observed between two carbon–carbon double bonds that were found between and not within the hydrogen-bonded assemblies.

Graphical abstract: Regioselective photoreactions within a series of mixed co-crystals containing isosteric dihalogenated resorcinols with 4-stilbazole

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Publication details

The article was received on 02 Jan 2019, accepted on 27 Feb 2019 and first published on 28 Feb 2019


Article type: Communication
DOI: 10.1039/C9PP00004F
Citation: Photochem. Photobiol. Sci., 2019, Advance Article

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    Regioselective photoreactions within a series of mixed co-crystals containing isosteric dihalogenated resorcinols with 4-stilbazole

    A. L. Grobelny, N. P. Rath and R. H. Groeneman, Photochem. Photobiol. Sci., 2019, Advance Article , DOI: 10.1039/C9PP00004F

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