Regioselective photodimerization of pyridyl-butadienes within cucurbit[8]uril cavities

Murthy V.S.N. Maddipatla; Mahesh Pattabiraman; Arunkumar Natarajan; Karan Srivastav; Joel T. Mague; V. Ramamurthy

doi:10.1039/c2ob26743h

Regioselective photodimerization of pyridyl-butadienes within cucurbit[8]uril cavities

Murthy V.S.N. Maddipatla, Mahesh Pattabiraman, Arunkumar Natarajan, Karan Srivastav, Joel T. Mague, V. Ramamurthy

Chemistry

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

18 Scopus citations

Abstract

The cucurbit[8]uril (CB8) templation strategy that is known to yield stereoselective photodimers of organic olefins has been extended to substituted butadienes. By virtue of its strong binding interactions with guests the rigid cavity of CB8 is capable of preorienting the diene guests to result in greater yields of stereoselective photodimers upon irradiation. The symmetry of the butadiene monomers influences the relative arrangement of the monomers in complexes leading to the observed product selectivity.

Original language	English (US)
Pages (from-to)	9219-9222
Number of pages	4
Journal	Organic and Biomolecular Chemistry
Volume	10
Issue number	46
DOIs	https://doi.org/10.1039/c2ob26743h
State	Published - Dec 14 2012

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "The cucurbit[8]uril (CB8) templation strategy that is known to yield stereoselective photodimers of organic olefins has been extended to substituted butadienes. By virtue of its strong binding interactions with guests the rigid cavity of CB8 is capable of preorienting the diene guests to result in greater yields of stereoselective photodimers upon irradiation. The symmetry of the butadiene monomers influences the relative arrangement of the monomers in complexes leading to the observed product selectivity.",

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AU - Maddipatla, Murthy V.S.N.

AU - Pattabiraman, Mahesh

AU - Natarajan, Arunkumar

AU - Srivastav, Karan

AU - Mague, Joel T.

AU - Ramamurthy, V.

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AB - The cucurbit[8]uril (CB8) templation strategy that is known to yield stereoselective photodimers of organic olefins has been extended to substituted butadienes. By virtue of its strong binding interactions with guests the rigid cavity of CB8 is capable of preorienting the diene guests to result in greater yields of stereoselective photodimers upon irradiation. The symmetry of the butadiene monomers influences the relative arrangement of the monomers in complexes leading to the observed product selectivity.

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Regioselective photodimerization of pyridyl-butadienes within cucurbit[8]uril cavities

Abstract

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