Templating photodimerization of trans-cinnamic acids with cucurbit[8]uril and γ-cyclodextrin

Mahesh Pattabiraman, Arunkumar Natarajan, Lakshmi S. Kaanumalle, Vaidhyanathan Ramamurthy

Research output: Contribution to journalArticle

151 Citations (Scopus)

Abstract

(Chemical Equation Presented) Cucurbit[8]uril and γ-cyclodextrin are able to align two olefin molecules in a head-head fashion within their large cavities. Excitation of such templated olefins results in syn head-head cyclobutanes in nearly quantitative yields. The methodology revealed here works with trans-cinnamic acids that do not dimerize either in solution or in the solid state and with the ones that yield only anti head-tail dimer in the solid state.

Original languageEnglish
Pages (from-to)529-532
Number of pages4
JournalOrganic Letters
Volume7
Issue number4
DOIs
StatePublished - Feb 17 2005
Externally publishedYes

Fingerprint

Cyclodextrins
Alkenes
alkenes
Head
Cyclobutanes
solid state
cyclobutane
acids
Dimers
dimers
methodology
cavities
Molecules
excitation
molecules
cucurbit(8)uril
cinnamic acid

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Templating photodimerization of trans-cinnamic acids with cucurbit[8]uril and γ-cyclodextrin. / Pattabiraman, Mahesh; Natarajan, Arunkumar; Kaanumalle, Lakshmi S.; Ramamurthy, Vaidhyanathan.

In: Organic Letters, Vol. 7, No. 4, 17.02.2005, p. 529-532.

Research output: Contribution to journalArticle

Pattabiraman, Mahesh ; Natarajan, Arunkumar ; Kaanumalle, Lakshmi S. ; Ramamurthy, Vaidhyanathan. / Templating photodimerization of trans-cinnamic acids with cucurbit[8]uril and γ-cyclodextrin. In: Organic Letters. 2005 ; Vol. 7, No. 4. pp. 529-532.
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