N-substituted diethanolamines

The nitrogen lariats are readily prepared from the appropriately N-substituted diethanolamines (see Eq. 4.2 and Sect. 4.4). 

Six-Membered Iron(III) Coronands from N-Substituted Diethanolamines. 148... 

A different type of germocanes are the spirogermocanes 178, that are prepared by the reaction of polygermaniumsesquioxide (HOOCCH2CH2GeOi s) with triethanolamine or N-substituted diethanolamines . ... 

Variable-temperature 111 NMR data for (211) gave evidence for cisltrans isomerisation, involving N-Me groups.1000 Similar data for In2Cl6(L)6, where H2L = TV-substituted diethanolamines, gave evidence for non-dissociative topomerisation processes.1001 Proton NMR data show that In(DOTA-AA), where DOTA-AA = l,4,7,10-tetraazcyclododecane-l,4,7,10-tetraacetic acid mono(/)-aminoanilide), is fluxional at room temperature.1002... 

N-Substituted ethanolamines with two stereogenic centers have been prepared in a one-pot synthesis [143,145]. In this procedure the intermediate primary imine is transiminated with a primary amine followed by NaBIU reduction (Scheme 20). Even transimination with amino acid esters [123] and with ethanolamines to form diethanolamines [146] is possible. 

Mechanisms have been suggested for the N-bromosuccinimide (NBS) oxidation of cyclopentanol and cyclohexanol, catalysed by iridium(III) chloride,120 of ethanolamine, diethanolamine, and triethanolamine in alkaline medium,121 and for ruthenium(III)-catalysed and uncatalysed oxidation of ethylamine and benzylamine.122 A suitable mechanism has been suggested to explain the break in the Hammett plot observed in the oxidation of substituted acetophenone oximes by NBS in acidic solution.123 Oxidation of substituted benhydrols with NBS showed a C-H/C-D primary kinetic isotope effect and a linear correlation with er+ values with p = —0.69. A cyclic transition state in the absence of mineral acid and a non-cyclic transition state in the presence of the acid are proposed.124 Sulfides are selectively oxidized to sulfoxides with NBS, catalysed by ft-cyclodextrin, in water. This reaction proceeds without over-oxidation to sulfones under mild conditions.125... 

DIETHANOLAMINE or Al,N-DIETHANOLAMINE (111-42-2) Combustible liquid or crystalline solid (flash point 280°F/138°C). Strong reaction with strong oxidizers. Incompatible with nonoxidizing mineral acids, strong acids, organic acids, organic anhydrides, isocyanates, vinyl acetate, acrylates, substituted allyls, alkylene oxides, epichlorohydrin, aldehydes. Attacks aluminum, copper, zinc, and their alloys, and galvanized iron. 

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