Stereo- and regioselective photocycloaddition of extended alkenes using γ-cyclodextrin

Akshay Kashyap; Treyvon K. Bokosike; Nattamai Bhuvanesh; Mahesh Pattabiraman

doi:10.1039/c8ob01966e

Stereo- and regioselective photocycloaddition of extended alkenes using γ-cyclodextrin

Akshay Kashyap, Treyvon K. Bokosike, Nattamai Bhuvanesh, Mahesh Pattabiraman

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

3 Scopus citations

Abstract

Photoexcitation of dibenzalacetones (1a-d) in homogeneous media and solid state yields a mixture of products with poor conversions. Irradiation of the reactants complexed to γ-cyclodextrin predominantly affords a single dimer (syn adduct 6) despite the possibility for several monomeric and dimeric products. High selectivity in the cavitand-mediated reaction along with the structural characterization of the inclusion complex provides insight into the supramolecular interactions that drive the self-assembly of the host-guest system.

Original language	English (US)
Pages (from-to)	6870-6875
Number of pages	6
Journal	Organic and Biomolecular Chemistry
Volume	16
Issue number	38
DOIs	https://doi.org/10.1039/c8ob01966e
State	Published - 2018

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Stereo- and regioselective photocycloaddition of extended alkenes using γ-cyclodextrin",

abstract = "Photoexcitation of dibenzalacetones (1a-d) in homogeneous media and solid state yields a mixture of products with poor conversions. Irradiation of the reactants complexed to γ-cyclodextrin predominantly affords a single dimer (syn adduct 6) despite the possibility for several monomeric and dimeric products. High selectivity in the cavitand-mediated reaction along with the structural characterization of the inclusion complex provides insight into the supramolecular interactions that drive the self-assembly of the host-guest system.",

author = "Akshay Kashyap and Bokosike, {Treyvon K.} and Nattamai Bhuvanesh and Mahesh Pattabiraman",

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AU - Kashyap, Akshay

AU - Bokosike, Treyvon K.

AU - Bhuvanesh, Nattamai

AU - Pattabiraman, Mahesh

N1 - Publisher Copyright: © The Royal Society of Chemistry.

PY - 2018

Y1 - 2018

N2 - Photoexcitation of dibenzalacetones (1a-d) in homogeneous media and solid state yields a mixture of products with poor conversions. Irradiation of the reactants complexed to γ-cyclodextrin predominantly affords a single dimer (syn adduct 6) despite the possibility for several monomeric and dimeric products. High selectivity in the cavitand-mediated reaction along with the structural characterization of the inclusion complex provides insight into the supramolecular interactions that drive the self-assembly of the host-guest system.

AB - Photoexcitation of dibenzalacetones (1a-d) in homogeneous media and solid state yields a mixture of products with poor conversions. Irradiation of the reactants complexed to γ-cyclodextrin predominantly affords a single dimer (syn adduct 6) despite the possibility for several monomeric and dimeric products. High selectivity in the cavitand-mediated reaction along with the structural characterization of the inclusion complex provides insight into the supramolecular interactions that drive the self-assembly of the host-guest system.

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JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

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ER -

Stereo- and regioselective photocycloaddition of extended alkenes using γ-cyclodextrin

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