Resorcinol-templated head-to-head photodimerization of a thiophene in the solid state and unusual edge-to-face stacking in a discrete hydrogen-bonded assembly

Kristin M. Hutchins; Joseph C. Sumrak; Leonard R. Macgillivray

doi:10.1021/ol4035403

Resorcinol-templated head-to-head photodimerization of a thiophene in the solid state and unusual edge-to-face stacking in a discrete hydrogen-bonded assembly

Kristin M. Hutchins, Joseph C. Sumrak, Leonard R. Macgillivray

Chemistry and Biochemistry

Research output: Contribution to journal › Article › peer-review

33 Scopus citations

Abstract

A head-to-head photodimerization of a β-substituted thiophene stacked face-to-face in the solid state using a ditopic hydrogen-bond-donor template is reported. The face-to-face stacking is attributed to contributions of intertemplate forces, which contrasts an assembly wherein the same thiophenes stack edge-to-face yet maintain a discrete hydrogen-bonded structure.

Original language	English
Pages (from-to)	1052-1055
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	4
DOIs	https://doi.org/10.1021/ol4035403
State	Published - Feb 21 2014

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10.1021/ol4035403

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abstract = "A head-to-head photodimerization of a β-substituted thiophene stacked face-to-face in the solid state using a ditopic hydrogen-bond-donor template is reported. The face-to-face stacking is attributed to contributions of intertemplate forces, which contrasts an assembly wherein the same thiophenes stack edge-to-face yet maintain a discrete hydrogen-bonded structure.",

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