Electrophilic phosphonium cations (EPCs) with perchlorinated-aryl substituents: towards air-stable phosphorus-based Lewis acid catalysts

2016 ◽  
Vol 45 (37) ◽  
pp. 14651-14657 ◽  
Author(s):  
Shawn Postle ◽  
Vitali Podgorny ◽  
Douglas W. Stephan
Keyword(s):  
Catalytic Activity ◽  
Lewis Acid ◽  
Acid Catalysts ◽  
Lewis Acid Catalysts ◽  
Phosphonium Cations

A series of fluorophosphonium cations incorporating (C6Cl5) substituents, [Ph2PF(C6Cl5)][B(C6F5)4] 8, [PhPF(C6Cl5)2][B(C6F5)4] 9, and [(C6F5)PF(C6Cl5)2][B(C6F5)4] 10, were prepared and tested for air stability and catalytic activity.

Air- and water-stable Lewis acids: synthesis and reactivity of P-trifluoromethyl electrophilic phosphonium cations

2018 ◽  
Vol 54 (6) ◽  
pp. 662-665 ◽  
Author(s):  
V. Fasano ◽  
J. H. W. LaFortune ◽  
J. M. Bayne ◽  
M. J. Ingleson ◽  
D. W. Stephan
Keyword(s):  
Lewis Acid ◽  
Lewis Acids ◽  
Acid Catalysts ◽  
Bronsted Acid ◽  
Lewis Acid Catalysts ◽  
Reaction Conditions ◽  
Brönsted Acid ◽  
And Function ◽  
Water Alcohol ◽  
Phosphonium Cations

Electrophilic phosphonium cations (EPCs) containing a –CF3 group are stable to air, water, alcohol and strong Brønsted acid and function as Lewis acid catalysts without requiring anhydrous reaction conditions.

scholarly journals A new class of solid Lewis acid catalysts based on interlayer expansion of layered silicates of the RUB-36 type with heteroatoms

2014 ◽  
Vol 2 (25) ◽  
pp. 9709-9717 ◽  
Author(s):  
Trees De Baerdemaeker ◽  
Hermann Gies ◽  
Bilge Yilmaz ◽  
Ulrich Müller ◽  
Mathias Feyen ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Lewis Acid ◽  
Layered Silicates ◽  
Acid Catalysts ◽  
Lewis Acid Catalysts ◽  
New Class

Interlayer expansion of the layered zeolite precursor RUB-36 in presence of an Fe source simultaneously achieved the expansion and the introduction of catalytic activity.

scholarly journals Synthesis, characterization, and properties of a benzofuran-based cage-shaped borate: photo activation of Lewis acid catalysts

2016 ◽  
Vol 52 (16) ◽  
pp. 3348-3351 ◽  
Author(s):  
Akihito Konishi ◽  
Ryosuke Yasunaga ◽  
Kouji Chiba ◽  
Makoto Yasuda
Keyword(s):  
Catalytic Activity ◽  
Lewis Acid ◽  
Light Irradiation ◽  
Lewis Acidity ◽  
Acid Catalysts ◽  
Lewis Acid Catalysts ◽  
Black Light

A benzofuran-based cage-shaped borate showed a higher degree of Lewis acidity and exhibited photo-activated catalytic activity under black-light irradiation.

Electrophilic phenoxy-substituted phosphonium cations

2016 ◽  
Vol 45 (45) ◽  
pp. 18156-18162 ◽  
Author(s):  
James H. W. LaFortune ◽  
Timothy C. Johnstone ◽  
Manuel Pérez ◽  
Daniel Winkelhaus ◽  
Vitali Podgorny ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Acid Catalysts ◽  
Phosphonium Salts ◽  
Lewis Acid Catalysts ◽  
Phosphonium Cations

A family of electrophilic phenoxy-substituted phosphonium salts [(RO)P(C6F5)3][B(C6F5)4] (R = C6H5, 4-FC6H4, 2,4-F2C6H3, C6F5) have been synthesized, used as Lewis acid catalysts and their air stability was evaluated.

Electrophilic Phosphonium Cations as Lewis Acid Catalysts in Diels–Alder Reactions and Nazarov Cyclizations

2018 ◽  
Vol 37 (19) ◽  
pp. 3303-3313 ◽  
Author(s):  
Maria Vogler ◽  
Lars Süsse ◽  
James H. W. LaFortune ◽  
Douglas W. Stephan ◽  
Martin Oestreich
Keyword(s):  
Lewis Acid ◽  
Diels Alder ◽  
Acid Catalysts ◽  
Lewis Acid Catalysts ◽  
Nazarov Cyclizations ◽  
Phosphonium Cations

scholarly journals Pt/CeO2 with residual chloride as reusable soft Lewis acid catalysts: application to highly efficient isomerization of allylic esters

2021 ◽  
Author(s):  
Qi-An Huang ◽  
Asahi Haruta ◽  
Yuhya Kumamoto ◽  
Haruno Murayama ◽  
Eiji Yamamoto ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Lewis Acid ◽  
High Catalytic Activity ◽  
Acid Catalysts ◽  
Lewis Acid Catalysts ◽  
X Ray ◽  
Solvent Free Conditions ◽  
Highly Dispersed ◽  
Silica Alumina ◽  
Allylic Esters

Abstract Heterogeneous acid and base catalysts play a crucial role in many important chemical processes. Hard Lewis and Brønsted acid catalysts like silica-alumina and zeolites have been widely applied in numerous reactions; however, developing reusable and active soft Lewis acid catalysts remain a challenge. Herein, we demonstrate for the first time that a highly dispersed supported platinum catalyst can act as a heterogeneous soft Lewis acid. High turnover numbers and reusability were observed in the isomerization of allylic esters under solvent-free conditions. Moreover, the as-prepared catalysts are characterized by X-ray photoelectron spectroscopy (XPS) and X-ray absorption fine structure (XAFS) analyses, revealing that the highly dispersed Pt clusters with Pt–Cl bonds play a key role in the high activity. The residual chloride anion enhances the Lewis acidity of the Pt metal center and thus improves the catalytic activity. Simultaneously, the high catalytic activity of Pt/CeO2 with residual chloride and the soft Lewis acid mechanism are also proved by density functional theory (DFT) calculations based on the model reaction.

Efficient Synthesis of β-Aminoacrylates and β-Enaminones Catalyzed by Zn(OAc)2·2H2O

2005 ◽  
Vol 70 (11) ◽  
pp. 1943-1952 ◽  
Author(s):  
Ramandeep Kaur Vohra ◽  
Jean-Luc Renaud ◽  
Christian Bruneau
Keyword(s):  
Catalytic Activity ◽  
Lewis Acid ◽  
Primary Amines ◽  
Acid Catalysts ◽  
Efficient Synthesis ◽  
Substituted Anilines ◽  
Lewis Acid Catalysts ◽  
Mild Conditions ◽  
Good Catalytic Activity ◽  
Direct Condensation

The direct condensation of amines with β-ketoesters and β-diketones to produce functional enamine derivatives has been investigated with zinc Lewis acid catalysts. Zn(OAc)2·2H2O shows good catalytic activity and leads to a chemo- and stereoselective formation of (Z)-enamine derivatives from aliphatic primary amines and ring-substituted anilines under mild conditions.

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