Asymmetric Photoreactions within Zeolites:  Role of Confinement and Alkali Metal Ions

Sivaguru, Jayaraman; Natarajan, Arunkumar; Kaanumalle, Lakshmi S.; Shailaja, J.; Uppili, Sundararajan; Joy, and Abraham; Ramamurthy, V.

doi:10.1021/ar020269i

Cited by 173 publications

(152 citation statements)

References 30 publications

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“…In this methodology, the chiral inductor is bonded directly to the achiral substrate so that each zeolite cavity will contain both substrate and inductor by default. This approach has worked very well in a number of cases and, together with the work on the chiral inductor method, has led to some general observations that may be useful for the intelligent design of systems for asymmetric induction [20,134,135]. It was observed that selectivity was dependent on the nature and number of cations and was reduced in the presence of water, leading to the conclusion that charge-balancing cations play an important role in intrazeolite asymmetric induction.…”

Section: Intrazeolite Asymmetric Photoreactionsmentioning

confidence: 99%

Supramolecular photochemistry in zeolites: From catalysts to sunscreens

Chrétien

2007

Pure and Applied Chemistry

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Zeolites are nanoporous, crystalline aluminosilicate materials comprised of a series of strictly uniform channels and cavities repeating along the tri-directional structure of the lattice. Over the last 30 years, researchers have increasingly recognized the desirable properties of these materials as hosts for photochemical reactions. This review will endeavor to draw attention to the properties of zeolite materials that make them appealing substrates for hosting guest molecules during photochemical reactions. An overview of some classical examples in zeolite host-guest photochemistry will be presented along with a brief description of a new use for zeolite materials as protective encapsulators.

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Section: Intrazeolite Asymmetric Photoreactionsmentioning

confidence: 99%

Supramolecular photochemistry in zeolites: From catalysts to sunscreens

Chrétien

2007

Pure and Applied Chemistry

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“…However, recent studies by Ramamurthy and coworkers showed that the inherently low or negligible diastereoselectivity obtained in solution can be signifi cantly improved by confi ning the same substrate in the supercage of achiral zeolites. 45 Photolysis of tropolone ( S ) -2 -methylbutyl ether 6 (Scheme 4.4 ) in hexane affords a pair of diastereomers 7 as a 1:1 mixture, along with isomeric 8 . Strikingly, the same photoreaction in NaY zeolite at − 20 ° C gave 7 in 68% diastereomeric excess (de).…”

Section: Diastereodifferentiating Photoreactions With Achiral Zeolitementioning

confidence: 99%

Supramolecular Photochirogenesis

Yang¹,

Inoue²

2011

Supramolecular Photochemistry

132

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“…Results on three systems are highlighted in Scheme 10.22 . 59,69 Generally, higher de is obtained with aryl amides than with alkyl amides as chiral auxiliaries. The important question concerning the reason for the contrasting behavior of the aryl and the alkyl chiral auxiliaries was answered with the help of ab initio computations at the Hartree -Fock level (HF/3 -21G).…”

Section: Role Of Metal Ions In Stereoselective Phototransformations Wmentioning

confidence: 99%

Controlling Photoreactions Through Noncovalent Interactions Within Zeolite Nanocages

Ramamurthy¹,

Sivaguru²

2011

Supramolecular Photochemistry

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Drawing inspiration from nature, chemists have employed confi nement as a tool to achieve selectivity in chemical reactions. 1 Confi ning reactants has the power to drive chemical reactions with astonishing precision as seen in the remarkable selectivities exhibited by enzymes in chemical processes, the phenomenon of photosynthesis, and so on. Within a confi ned environment, 2 the familiar electronic and steric effects of solution chemistry are replaced by structural and topological factors that frequently result in products that display a level of selectivity or specifi city that has hitherto been unobtainable in solution. Upon confi nement, inherent reactivity of confi ned guests often becomes of secondary importance compared with features such as symmetry, geometric considerations, and noncovalent interactions that develop within the confi ned environments. This review will highlight the confi nement effect offered by zeolite Y supercages, 3,4 the noncovalent interaction (viz., cation -π and cationcarbonyl interactions) 5,6 that develops upon inclusion of substrates within faujasite zeolite X/Y supercages, and the effect of such interactions in photophysical and photochemical processes). 7,8 ZEOLITE Y SUPERCAGES: NANOCAVITY THAT OFFERS NONCOVALENT INTERACTIONSZeolites 3 are inorganic crystalline aluminosilicate microporous materials (particle size ranges 0.1 -10 μ m, 40 naturally occurring and more than 100 synthetic 389Supramolecular Photochemistry: Controlling Photochemical Processes, First Edition. Edited by V. Ramamurthy and Yoshihisa Inoue.

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Asymmetric Photoreactions within Zeolites: Role of Confinement and Alkali Metal Ions

Cited by 173 publications

References 30 publications

Supramolecular photochemistry in zeolites: From catalysts to sunscreens

Supramolecular photochemistry in zeolites: From catalysts to sunscreens

Supramolecular Photochirogenesis

Controlling Photoreactions Through Noncovalent Interactions Within Zeolite Nanocages

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