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Elizabeth Elacqua, Dr. Poonam Kaushik, Prof. Ryan H. Groeneman, Dr. Joseph C. Sumrak, Dr. Dejan-Krešimir Bučar and Prof. Leonard R. MacGillivray A Supramolecular Protecting Group Strategy Introduced to the Organic Solid State: Enhanced Reactivity through Molecular Pedal Motion Angewandte Chemie International Edition 51

Article first published online: 12 DEC 2011 | DOI: 10.1002/anie.201106842

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A supramolecular protecting group strategy has been applied to achieve solid-state photodimerizations of olefins lined with a combination of hydrogen-bond-donor and -acceptor groups. Esters were used as protecting groups to generate head-to-head photodimers that were readily converted into diacids. A protected olefin equipped with a stilbene unit exhibits enhanced reactivity that is ascribed to pedal motions in the solid state (orange hexagons: template: blur circles: recognition sites).

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