7335-01-5Relevant articles and documents
Degradation of Organic Cations under Alkaline Conditions
You, Wei,Hugar, Kristina M.,Selhorst, Ryan C.,Treichel, Megan,Peltier, Cheyenne R.,Noonan, Kevin J. T.,Coates, Geoffrey W.
supporting information, p. 254 - 263 (2020/12/23)
Understanding the degradation mechanisms of organic cations under basic conditions is extremely important for the development of durable alkaline energy conversion devices. Cations are key functional groups in alkaline anion exchange membranes (AAEMs), and AAEMs are critical components to conduct hydroxide anions in alkaline fuel cells. Previously, we have established a standard protocol to evaluate cation alkaline stability within KOH/CD3OH solution at 80 °C. Herein, we are using the protocol to compare 26 model compounds, including benzylammonium, tetraalkylammonium, spirocyclicammonium, imidazolium, benzimidazolium, triazolium, pyridinium, guanidinium, and phosphonium cations. The goal is not only to evaluate their degradation rate, but also to identify their degradation pathways and lead to the advancement of cations with improved alkaline stabilities.
Highly selective hydroaminomethylation of internal alkenes to give linear amines
Ahmed, Moballigh,Bronger, Raymond P. J.,Jackstell, Ralf,Kamer, Paul C. J.,Van Leeuwen, Piet W. N. M.,Beller, Matthias
, p. 8979 - 8988 (2007/10/03)
The application of phenoxa-phosphino-modified Xantphos-type ligands (1-9) in the rhodium-catalyzed hydroaminomethylation of internal olefins to give linear amines is reported. Excellent chemo- and regioselectivities have been obtained through the use of 0.1 mol % [Rh(cod)2]BF4/0.4 mol% xantphenoxaphos (1), providing a practical and environmentally attractive synthetic route for the preparation of amines from internal alkenes. For the first time, both functionalized internal olefins and mixtures of internal and terminal olefins have been converted highly selectively into linear amines. Investigations of the effects of the calculated natural bite angles of ligands on hydroaminomethylation shows that the regioselectivity for the linear product follows a similar trend to that seen in the hydroformylation of internal alkenes with the aid of these ligands. Hydroaminomethylation and each of its individual steps were monitored by high-pressure infrared spectroscopy. The results suggest that hydroaminomethylations take place by a sequential isomerization/hydroformylation/amination/hydrogenation pathway.
Hydrogenolysis of nitrogen-containing compounds on cobalt-molybdenium catalyst
Cerny, Mirko
, p. 2215 - 2218 (2007/10/02)
Hydrogenolysis of N-(1-hexyl)piperidine, N-(1-pentyl)piperidine and 1-pentyl-1-hexylamine on sulphidized CoO-MoO3 catalysts has been investigated.The primary reaction in the hydrogenolysis is the cleavage of the bond between the nitrogen atom and the methylene group of the alkyl substituent or of the methylene ring.Alkylation and transalkylation reactions on the nitrogen play also a role.