Literature DB >> 15260509

Determining the geometries of transition States by use of antihydrophobic additives in water.

Ronald Breslow1.   

Abstract

The quantitative effect of cosolvents on the water solubility of hydrophobic substrates can be correlated with the effect on reaction rates to determine the geometries of transition states for Diels-Alder reactions, the benzoin condensation, and alkylations of phenoxide ions and aniline. Some of these reactions have transition states with packing of hydrophobic surfaces and some do not. Methods were devised to sort out the effect of the cosolvents on solvation of hydrophobic surfaces and the effect on solvation of polar groups. The result is a set of geometries for these reactions that is consistent with theory.

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Year:  2004        PMID: 15260509     DOI: 10.1021/ar040001m

Source DB:  PubMed          Journal:  Acc Chem Res        ISSN: 0001-4842            Impact factor:   22.384


  11 in total

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Review 10.  Synthetic Organic "Aquachemistry" that Relies on Neither Cosolvents nor Surfactants.

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