scholarly journals Chiral Quaternary Ammonium Salt Derived from Dehydroabietylamine: Synthesis and Application to Alkynylation of Isatin Derivatives Catalyzed by Silver

Catalysts ◽  
2021 ◽  
Vol 11 (12) ◽  
pp. 1479
Author(s):  
Guanyu Jiang ◽  
Xinduo Sun ◽  
Fanrui Zhou ◽  
Kun Liang ◽  
Qian Chen
Keyword(s):  
Transition Metal ◽  
Asymmetric Catalysis ◽  
Renewable Resources ◽  
Quaternary Ammonium ◽  
Quaternary Ammonium Salt ◽  
Abietic Acid ◽  
Phase Transfer ◽  
Fine Chemicals ◽  
Triethyl Amine ◽  
Isatin Derivatives

Abietic acid and its derivatives have broadly been used in fine chemicals and are renewable resources. Its inherent chiral rigid tricyclic phenanthrene skeleton is unique. Its utilities in asymmetric catalysis remain to be explored. A series new amide-type chiral quaternary ammoniums bearing dehydroabietylamine were designed, and prepared by two convenient steps. Acylation of dehydroabietylamine with bromoacetyl chloride afforded amide holding bromoacetyl group in higher yields using triethyl amine as base. Subsequent quaternization reaction gave the desired amide-type chiral quaternary ammoniums. The new chiral quaternary ammoniums can be used as phase-transfer catalyst (PTC) for the transition metal-catalysed alkynylation of isatin derivatives.

Novel coincidence effects in a bimetallic phase transfer catalyzed reaction. Biphasic reduction reactions catalyzed by rhodium carbonylmetallate clusters

1985 ◽  
Vol 63 (6) ◽  
pp. 1157-1160 ◽  
Author(s):  
Ferenc Joó ◽  
Howard Alper
Keyword(s):  
Ammonium Salt ◽  
Quaternary Ammonium ◽  
Quaternary Ammonium Salt ◽  
Phase Transfer ◽  
Nitro Compounds ◽  
Organic Substrate ◽  
Carbonyl Complexes ◽  
Cobalt Carbonyl ◽  
Reduction Reactions ◽  
Mild Conditions

Bimetallic and cluster rhodium carbonyl complexes catalyze the biphasic reduction of nitro compounds under mild conditions (using CO/5 M NaOH, C6H6 or PhCH3). Rate studies indicate the sensitivity of the reaction to the nature of the organic substrate, base concentration, and the temperature. A previously observed bimetallic (Co2(CO)8 and (1,5-HDRhCl)2) and phase transfer catalyzed [R4N+X−] reduction of nitro compounds was found to be a consequence of the inhibition and reactivation of the true catalyst by the quaternary ammonium salt and cobalt carbonyl, respectively.

scholarly journals Reactivity of Phenol Allylation Using Phase-Transfer Catalysis in Ion-Exchange Membrane Reactor

2012 ◽  
Vol 2012 ◽  
pp. 1-8 ◽  
Author(s):  
Ho Shing Wu ◽  
Yeng Shing Fu
Keyword(s):  
Contact Angle ◽  
Ion Exchange ◽  
Quaternary Ammonium ◽  
Quaternary Ammonium Salt ◽  
Membrane Reactor ◽  
Phase Transfer Catalysis ◽  
Phase Transfer ◽  
Ion Exchange Membrane ◽  
Membrane Reactors ◽  
Exchange Membrane

This study investigates the reactivity of phenol allylation using quaternary ammonium salt as a phase-transfer catalyst in three types of membrane reactors. Optimum reactivity and turnover of phenol allylation were obtained using a respond surface methodology. The contact angle, water content, and degree of crosslinkage were measured to understand the microenvironment in the ion exchange membrane.

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