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

9 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

General Chemistry

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10.1002/cplu.201600261

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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 = "Publisher Copyright: {\textcopyright} 2016 WILEY-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2016",

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doi = "10.1002/cplu.201600261",

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T2 - Highly Efficient Templated Photocycloadditions of Trisubstituted Isomeric Olefins in the Solid State

AU - Elacqua, Elizabeth

AU - Sinnwell, Michael A.

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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DO - 10.1002/cplu.201600261

M3 - Article

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

Abstract

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