Towards a comprehensive hydride donor ability scale
Rates of hydride transfer from several hydride donors to benzhydrylium ions have been measured at 20 °C and used for the determination of empirical nucleophilicity parameters N and sN according to the linear free energy relationship log k20 °C=sN(N+E). Comparison of the rate constants of hydride abstraction by tritylium ions with those calculated from the reactivity parameters sN, N, and E showed fair agreement. Therefore, it was possible to convert the large number of literature data on hydride abstraction by tritylium ions into N and sN parameters for the corresponding hydride donors, and construct a reactivity scale for hydride donors covering more than 20 orders of magnitude.
Horn, Markus,Schappele, Ludwig H.,Lang-Wittkowski, Gabriele,Mayr, Herbert,Ofial, Armin R.
supporting information
p. 249 - 263
(2013/02/25)
NEW TETRAHYDROPYRANYL COMPOUND AND METHOD FOR PRODUCING THE TETRAHYDROPYRANYL COMPOUND
To provide a tetrahydropyranyl compound represented by General Formula (1) below: General Formula (1) where X denotes any one of a substituted or unsubstituted alkyl group, an oxygen atom, and a substituted or unsubstituted aromatic hydrocarbon group, Rs
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Page/Page column 28-29
(2012/01/06)
Hydride-donor abilities of 1,4-dihydropyridines: A comparison with π nucleophiles and borohydride anions
(Chemical Equation Presented) How are dihydropyridines like indoles? Both groups of compounds have similar nucleophilicity parameters N and are therefore suitable substrates for iminium-catalyzed reactions of α,β- unsaturated aldehydes. The N parameters of 1,4-dihydropyridines were derived from the rates of hydride transfer reactions to benzhydrylium ions (see scheme).
Richter, Dorothea,Mayr, Herbert
supporting information; experimental part
p. 1958 - 1961
(2009/07/25)
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