Chiral photochemistry within natural and functionalized cyclodextrins: Chiral induction in photocyclization products from carbonyl compounds

Raja Kaliappan; V. Ramamurthy

doi:10.1016/j.jphotochem.2009.03.004

Chiral photochemistry within natural and functionalized cyclodextrins: Chiral induction in photocyclization products from carbonyl compounds

Raja Kaliappan, V. Ramamurthy

Chemistry

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

5 Scopus citations

Abstract

Chiral induction in products resulting from hydrogen abstraction upon excitation of carbonyl compounds included in four cyclodextrin related host systems has been examined. The chiral induction obtained in photoproducts is moderate. Results suggest that there is potential to improve the asymmetric interaction between the reactant molecules and the supramolecular host cyclodextrins. However, no models that would help us to predict the outcome of chiral induction in a photochemical reaction have resulted from this investigation. Given the use of cyclodextrins as chiral stationary phases in HPLC and GC separations we are optimistic that there is considerable potential for cyclodextrins as chiral hosts in photoreactions.

Original language	English (US)
Pages (from-to)	144-152
Number of pages	9
Journal	Journal of Photochemistry and Photobiology A: Chemistry
Volume	207
Issue number	1
DOIs	https://doi.org/10.1016/j.jphotochem.2009.03.004
State	Published - Sep 5 2009

Keywords

Chiral induction
Cyclodextrin
Functionalized cyclodextrin
Hydrogen abstraction
Supramolecular chemistry

ASJC Scopus subject areas

Chemistry(all)
Chemical Engineering(all)
Physics and Astronomy(all)

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10.1016/j.jphotochem.2009.03.004

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title = "Chiral photochemistry within natural and functionalized cyclodextrins: Chiral induction in photocyclization products from carbonyl compounds",

abstract = "Chiral induction in products resulting from hydrogen abstraction upon excitation of carbonyl compounds included in four cyclodextrin related host systems has been examined. The chiral induction obtained in photoproducts is moderate. Results suggest that there is potential to improve the asymmetric interaction between the reactant molecules and the supramolecular host cyclodextrins. However, no models that would help us to predict the outcome of chiral induction in a photochemical reaction have resulted from this investigation. Given the use of cyclodextrins as chiral stationary phases in HPLC and GC separations we are optimistic that there is considerable potential for cyclodextrins as chiral hosts in photoreactions.",

keywords = "Chiral induction, Cyclodextrin, Functionalized cyclodextrin, Hydrogen abstraction, Supramolecular chemistry",

author = "Raja Kaliappan and V. Ramamurthy",

note = "Funding Information: We thank the National Science Foundation, USA for financial support (CHE-0213042 and CHE-0531802). ",

year = "2009",

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doi = "10.1016/j.jphotochem.2009.03.004",

language = "English (US)",

volume = "207",

pages = "144--152",

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TY - JOUR

T1 - Chiral photochemistry within natural and functionalized cyclodextrins

T2 - Chiral induction in photocyclization products from carbonyl compounds

AU - Kaliappan, Raja

AU - Ramamurthy, V.

N1 - Funding Information: We thank the National Science Foundation, USA for financial support (CHE-0213042 and CHE-0531802).

PY - 2009/9/5

Y1 - 2009/9/5

N2 - Chiral induction in products resulting from hydrogen abstraction upon excitation of carbonyl compounds included in four cyclodextrin related host systems has been examined. The chiral induction obtained in photoproducts is moderate. Results suggest that there is potential to improve the asymmetric interaction between the reactant molecules and the supramolecular host cyclodextrins. However, no models that would help us to predict the outcome of chiral induction in a photochemical reaction have resulted from this investigation. Given the use of cyclodextrins as chiral stationary phases in HPLC and GC separations we are optimistic that there is considerable potential for cyclodextrins as chiral hosts in photoreactions.

AB - Chiral induction in products resulting from hydrogen abstraction upon excitation of carbonyl compounds included in four cyclodextrin related host systems has been examined. The chiral induction obtained in photoproducts is moderate. Results suggest that there is potential to improve the asymmetric interaction between the reactant molecules and the supramolecular host cyclodextrins. However, no models that would help us to predict the outcome of chiral induction in a photochemical reaction have resulted from this investigation. Given the use of cyclodextrins as chiral stationary phases in HPLC and GC separations we are optimistic that there is considerable potential for cyclodextrins as chiral hosts in photoreactions.

KW - Chiral induction

KW - Cyclodextrin

KW - Functionalized cyclodextrin

KW - Hydrogen abstraction

KW - Supramolecular chemistry

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