Organosulfonates aid argentophilic forces in the crystal engineering of [2+2] photodimerisations: Reactivity involving 3-pyridyl groups

Elizabeth Elacqua, Ryan H. Groeneman, Eric W. Reinheimer, Dejan Krešimir Bučar, Leonard R. Macgillivray

Research output: Contribution to journalArticlepeer-review

17 Scopus citations

Abstract

Photoreactive Ag(I) organosulfonate complexes involving (E)-methyl-3-(pyridin-3-yl)prop-2-enoate (3-PAMe) are reported. Argentophilic interactions stack 3-PAMe to undergo a head-to-head intermolecular [2+2] photodimerisation to generate (rctt)-dimethyl-3,4-bis(pyridine-3-yl)cyclobutane- 1,2-dicarboxylate (3,3′-MeBPCD) in the solid state regioselectively and in quantitative yield. The organosulfonate participates in C-H.O interactions with the coordinated 3-pyridyl groups to effectively aid in crystal engineering of the reactivity.

Original languageEnglish (US)
Pages (from-to)207-213
Number of pages7
JournalSupramolecular Chemistry
Volume26
Issue number3-4
DOIs
StatePublished - 2014

All Science Journal Classification (ASJC) codes

  • General Chemistry

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