Photochemical cycloisomerizations via 7-exo-dig reactions on a calix[4]arene scaffold

Hassan Al-Saraierh; David O. Miller; Paris E. Georghiou

doi:10.1021/jo070236m

Photochemical cycloisomerizations via 7-exo-dig reactions on a calix[4]arene scaffold

Hassan Al-Saraierh, David O. Miller, Paris E. Georghiou

Preparatory Program

Memorial University of Newfoundland

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

7 Scopus citations

Abstract

(Chemical Equation Presented) Narrow-rim 1,3-bis(phenylethynyl)-p-tert- butylcalix[4]arenes were found to be photolabile, producing unprecedented seven-membered oxacyclic systems formed via 7-exo-dig cyclizations and a new [3.2.1]bicyclic system via subsequent 1,8-H shifts. The calixarene provided a scaffold for these unprecedented photochemical reactions to occur.

Original language	British English
Pages (from-to)	4532-4535
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	72
Issue number	12
DOIs	https://doi.org/10.1021/jo070236m
State	Published - 8 Jun 2007

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abstract = "(Chemical Equation Presented) Narrow-rim 1,3-bis(phenylethynyl)-p-tert- butylcalix[4]arenes were found to be photolabile, producing unprecedented seven-membered oxacyclic systems formed via 7-exo-dig cyclizations and a new [3.2.1]bicyclic system via subsequent 1,8-H shifts. The calixarene provided a scaffold for these unprecedented photochemical reactions to occur.",

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AU - Miller, David O.

AU - Georghiou, Paris E.

PY - 2007/6/8

Y1 - 2007/6/8

N2 - (Chemical Equation Presented) Narrow-rim 1,3-bis(phenylethynyl)-p-tert- butylcalix[4]arenes were found to be photolabile, producing unprecedented seven-membered oxacyclic systems formed via 7-exo-dig cyclizations and a new [3.2.1]bicyclic system via subsequent 1,8-H shifts. The calixarene provided a scaffold for these unprecedented photochemical reactions to occur.

AB - (Chemical Equation Presented) Narrow-rim 1,3-bis(phenylethynyl)-p-tert- butylcalix[4]arenes were found to be photolabile, producing unprecedented seven-membered oxacyclic systems formed via 7-exo-dig cyclizations and a new [3.2.1]bicyclic system via subsequent 1,8-H shifts. The calixarene provided a scaffold for these unprecedented photochemical reactions to occur.

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ER -

Photochemical cycloisomerizations via 7-exo-dig reactions on a calix[4]arene scaffold

Abstract

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