63872-66-2Relevant academic research and scientific papers
N-(tert -butoxycarbonyl)- N -[(triethylenediammonium)sulfonyl]azanide: A convenient sulfamoylation reagent for alcohols
Armitage, Ian,Berne, Alexander M.,Elliott, Eric L.,Fu, Mingkun,Hicks, Frederick,McCubbin, Quentin,Zhu, Lei
supporting information; experimental part, p. 2626 - 2629 (2012/07/28)
A convenient and efficient procedure is described for the sulfamoylation of alcohols using N-(tert-butoxycarbonyl)-N-[(triethylenediammonium)sulfonyl] azanide (1). The ambient temperature stable reagent 1 reacts with phenols as well as primary and secondary alcohols to give high to modest yields. The relative reaction rate of substrates was determined (primary > phenol > secondary ? tertiary). The reagent's utility as a selective sulfamoylation reagent with polyols is also demonstrated.
Suppression of common-ion return by amines: A method to measure rates of fast SN1 reactions
Streidl, Nicolas,Antipova, Anna,Mayr, Herbert
supporting information; experimental part, p. 7328 - 7334 (2010/01/16)
(Chemical Equation Presented) Rate constants for solvolyses of benzhydryl chlorides, which take place on the 10 ms to minute time scale, have been determined in aqueous acetone and acetonitrile by conductometry, using conventional conductometers as well as stopped-flow techniques. Secondary and tertiary amines were used to suppress ion recombination (common-ion return) thus giving access to the ionization rate constants k1. The observed common-ion rate depressions can be rationalized by the correlation equation for electrophile-nucleophile combinations, log k(20 °C) = s(E + N), where electrophiles (here: carbocations) are characterized by the parameter Eand nucleophiles (here: chloride anions and solvents) are characterized by N and s. 2009 American Chemical Society.
