Metal–Organic Coordination versus Hydrogen Bonding: Highly Efficient Templated Photocycloadditions of Trisubstituted Isomeric Olefins in the Solid State. Issue 8 (29th July 2016)

• Record Type: Journal Article
• Authors: Elacqua, Elizabeth; Sinnwell, Michael A.; Loren, Bradley P.; Jurgens, Paul T.; Groeneman, Ryan H.; Reinheimer, Eric W.; MacGillivray, Leonard R.
• Is Part Of: ChemPlusChem. Volume 81:Issue 8(2016)
• Page Start: 893
• Page End: 898
• Publication Date: 2016-07-29
• Subjects: hydrogen bonds -- molecular recognition -- photodimerization -- self-assembly -- supramolecular chemistry; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/cplu.201600261
• Languages: English
• ISSNs: 2192-6506

Abstract

Abstract: Trisubstituted olefins are reactants in template‐directed, solid‐state [2+2] photocycloaddition reactions. Whereas hydrogen‐bond‐based templates afford crystalline assemblies with olefins that are photostable, Ag I coordination results in carbon–carbon double bonds that react stereoselectively and result in quantitative yield. Abstract : Trisubstituted olefins undergo templated [2+2] photocycloaddition reactions in the solid state. Metal–organic templates result in crystalline assemblies where C=C bonds react stereoselectively and result in quantitative yield (see figure). Hydrogen‐bond‐based templates afford assemblies with olefins that are photostable.