Metal–Organic Coordination versus Hydrogen Bonding: Highly Efficient Templated Photocycloadditions of Trisubstituted Isomeric Olefins in the Solid State

Elizabeth Elacqua; Michael A. Sinnwell; Bradley P. Loren; Paul T. Jurgens; Ryan H. Groeneman; Eric W. Reinheimer; Leonard R. MacGillivray

doi:10.1002/cplu.201600261

Metal–Organic Coordination versus Hydrogen Bonding: Highly Efficient Templated Photocycloadditions of Trisubstituted Isomeric Olefins in the Solid State

Elizabeth Elacqua, Michael A. Sinnwell, Bradley P. Loren, Paul T. Jurgens, Ryan H. Groeneman, Eric W. Reinheimer, Leonard R. MacGillivray

Chemistry

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

4 Scopus citations

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.

Original language	English (US)
Pages (from-to)	893-898
Number of pages	6
Journal	ChemPlusChem
Volume	81
Issue number	8
DOIs	https://doi.org/10.1002/cplu.201600261
State	Published - Aug 1 2016

All Science Journal Classification (ASJC) codes

Chemistry(all)

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10.1002/cplu.201600261

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@article{b821be34925444ad897164fd6181574f,

title = "Metal–Organic Coordination versus Hydrogen Bonding: Highly Efficient Templated Photocycloadditions of Trisubstituted Isomeric Olefins in the Solid State",

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, AgI coordination results in carbon–carbon double bonds that react stereoselectively and result in quantitative yield.",

author = "Elizabeth Elacqua and Sinnwell, {Michael A.} and Loren, {Bradley P.} and Jurgens, {Paul T.} and Groeneman, {Ryan H.} and Reinheimer, {Eric W.} and MacGillivray, {Leonard R.}",

note = "Funding Information: We are grateful to the National Science Foundation (L.R.M., DMR-1408834) for funding.",

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language = "English (US)",

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number = "8",

}

Metal–Organic Coordination versus Hydrogen Bonding : Highly Efficient Templated Photocycloadditions of Trisubstituted Isomeric Olefins in the Solid State. / Elacqua, Elizabeth; Sinnwell, Michael A.; Loren, Bradley P.; Jurgens, Paul T.; Groeneman, Ryan H.; Reinheimer, Eric W.; MacGillivray, Leonard R.

In: ChemPlusChem, Vol. 81, No. 8, 01.08.2016, p. 893-898.

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

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AU - Loren, Bradley P.

AU - Jurgens, Paul T.

AU - Groeneman, Ryan H.

AU - Reinheimer, Eric W.

AU - MacGillivray, Leonard R.

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AB - 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, AgI coordination results in carbon–carbon double bonds that react stereoselectively and result in quantitative yield.

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