1987
DOI: 10.1021/ja00242a033
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Size, shape, and site selectivities in the photochemical reactions of molecules adsorbed on pentasil zeolites. Effects of coadsorbed water

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Cited by 51 publications
(37 citation statements)
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“…Evidently the spatial confinement imposed on the guest molecule within the zeolite supercages dictates profoundly the outcome of the stereoselection process (8, 37, 38). More than likely (6, 42, 43), the conformation of the enecarbamate is altered within the zeolite supercage, which influences the approach of 1 O 2 onto the double bond of the enecarbamates to effect the observed difference in the stereo‐selectivity, as shall be confirmed in the mechanistic rationalization.…”
Section: Discussionmentioning
confidence: 70%
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“…Evidently the spatial confinement imposed on the guest molecule within the zeolite supercages dictates profoundly the outcome of the stereoselection process (8, 37, 38). More than likely (6, 42, 43), the conformation of the enecarbamate is altered within the zeolite supercage, which influences the approach of 1 O 2 onto the double bond of the enecarbamates to effect the observed difference in the stereo‐selectivity, as shall be confirmed in the mechanistic rationalization.…”
Section: Discussionmentioning
confidence: 70%
“…In contrast, for the isopropyl series it is the Na + ion (unfortunately, the remaining alkali metal ions could not be examined because they could not be loaded into the zeolite) that induces the highest enantioselectivity (Table 1 and Table 3). Evidently the available free volume (6, 16) in the zeolite supercage for the larger isopropyl must be more than for the smaller methyl derivative such that a smaller metalion suffices. Presumably, this stereoselectivity behavior is a reflection of the tightness of fit of the enecarbamate within the zeolite: The tighter the fit, the higher the asymmetric induction (Fig.…”
Section: Discussionmentioning
confidence: 99%
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“…Internal complexation occurs by diffusion of the guest onto the channels and cavities within the zeolites, which is size and shape selective. 7 The charge -compensating cations of the zeolite bind to the organic molecule aiding in diffusion of organics onto the zeolite. The kinetic diameter of the guest molecule must be smaller than that of the pore size of the cavity.…”
Section: Forms) With Three -Dimensional Open Framework Structures Posmentioning
confidence: 99%
“…The photochemistry of unsymmetrically substituted ketones adsorbed onto or included in zeolites is a classic example of the effect of zeolite encapsulation on the fate of radical fragments [22,23,[99][100][101]. In fluid solution, substituted ketones may undergo a Norrish I α-cleavage to generate a primary, geminate radical pair.…”
Section: Shape Selectivitymentioning
confidence: 99%