scholarly journals New insights into the Lewis acidity of guanidinium species: Lewis acid interaction provides reactivity

2020 ◽  
Vol 23 (2) ◽  
pp. 185-199
Author(s):  
Muhammad Ageel Ashraf ◽  
Cheng Li ◽  
Fataneh Norouzi ◽  
Dangquan Zhang
Catalysts ◽  
2021 ◽  
Vol 11 (8) ◽  
pp. 887
Author(s):  
Rujeeluk Khumho ◽  
Satit Yousatit ◽  
Chawalit Ngamcharussrivichai

5-Hydroxymethylfurfural (HMF) is one of the most important lignocellulosic biomass-derived platform molecules for production of renewable fuel additives, liquid hydrocarbon fuels, and value-added chemicals. The present work developed niobium oxides (Nb2O5) supported on mesoporous carbon/silica nanocomposite (MCS), as novel solid base catalyst for synthesis of HMF via one-pot glucose conversion in a biphasic solvent. The MCS material was prepared via carbonization using natural rubber dispersed in hexagonal mesoporous silica (HMS) as a precursor. The Nb2O5 supported on MCS (Nb/MCS) catalyst with an niobium (Nb) loading amount of 10 wt.% (10-Nb/MCS) was characterized by high dispersion, and so tiny crystallites of Nb2O5, on the MCS surface, good textural properties, and the presence of Bronsted and Lewis acid sites with weak-to-medium strength. By varying the Nb loading amount, the crystallite size of Nb2O5 and molar ratio of Bronsted/Lewis acidity could be tuned. When compared to the pure silica HMS-supported Nb catalyst, the Nb/MCS material showed a superior glucose conversion and HMF yield. The highest HMF yield of 57.5% was achieved at 93.2% glucose conversion when using 10-Nb/MCS as catalyst (5 wt.% loading with respect to the mass of glucose) at 190 °C for 1 h. Furthermore, 10-Nb/MCS had excellent catalytic stability, being reused in the reaction for five consecutive cycles during which both the glucose conversion and HMF yield were insignificantly changed. Its superior performance was ascribed to the suitable ratio of Brønsted/Lewis acid sites, and the hydrophobic properties generated from the carbon moieties dispersed in the MCS nanocomposite.


2020 ◽  
Vol 142 (33) ◽  
pp. 14039-14044
Author(s):  
Hajime Kameo ◽  
Hiroki Yamamoto ◽  
Koki Ikeda ◽  
Tomohito Isasa ◽  
Shigeyoshi Sakaki ◽  
...  

2019 ◽  
Vol 21 (42) ◽  
pp. 23301-23304
Author(s):  
G. Naaresh Reddy ◽  
Rakesh Parida ◽  
R. Inostroza-Rivera ◽  
Arindam Chakraborty ◽  
Puru Jena ◽  
...  

Boron compounds usually exhibit Lewis acidity at the boron center due to the presence of vacant p-orbitals. But using Zintl-ion based groups (Ge9Y3, Y = H, CH3, BO, CN), we can alter Lewis acid nature of B to a Lewis base.


2018 ◽  
Vol 54 (35) ◽  
pp. 4390-4393 ◽  
Author(s):  
Jiliang Zhou ◽  
Liu Leo Liu ◽  
Levy L. Cao ◽  
Douglas W. Stephan

The cyclic (amino)(aryl)nitrenium cation 2 is Lewis acidic at nitrenium N1, reacting with PMe3 affording a Lewis acid/base adduct 3, while deprotonation of 2 provides the neutral compound 4 which is Lewis basic at N1.


2019 ◽  
Vol 48 (39) ◽  
pp. 14898-14913 ◽  
Author(s):  
Souvik Maity ◽  
Soumavo Ghosh ◽  
Ashutosh Ghosh

The causes behind the fluctuations from a linear dependence of the electrochemical signal of a guest bound metalloligand [CuL] with the Lewis acidity of redox-inactive cations were established by using UV-vis spectroscopy and cyclic voltammetry.


2019 ◽  
Vol 9 (1) ◽  
Author(s):  
Virgilio D. Ebajo ◽  
Cybele Riesse L. Santos ◽  
Glenn V. Alea ◽  
Yuya A. Lin ◽  
Chun-Hu Chen

Abstract The Brønsted acidity of graphene oxide (GO) materials has shown promising activity in organic synthesis. However, roles and functionality of Lewis acid sites remain elusive. Herein, we reported a carbocatalytic approach utilizing both Brønsted and Lewis acid sites in GOs as heterogeneous promoters in a series of multicomponent synthesis of triazoloquinazolinone compounds. The GOs possessing the highest degree of oxidation, also having the highest amounts of Lewis acid sites, enable optimal yields (up to 95%) under mild and non-toxic reaction conditions (85 °C in EtOH). The results of FT-IR spectroscopy, temperature-programed decomposition mass spectrometry, and X-ray photoelectron spectroscopy identified that the apparent Lewis acidity via basal plane epoxide ring opening, on top of the saturated Brønsted acidic carboxylic groups, is responsible for the enhanced carbocatalytic activities involving Knoevenagel condensation pathway. Recycled GO can be effectively regenerated to reach 97% activity of fresh GO, supporting the recognition of GO as pseudocatalyst in organic synthesis.


2015 ◽  
Vol 6 (3) ◽  
pp. 2016-2021 ◽  
Author(s):  
Michael H. Holthausen ◽  
Rashi R. Hiranandani ◽  
Douglas W. Stephan

A series of electrophilic bis-fluorophosphonium dications dervied from diphosphines with naphthalene- and (oligo)methylene-linkers is presented. The resulting Lewis acidity is demonstrated to depend on the spatial proximity between the P moieties as evidenced in several Lewis acid catalyzed transformations.


2020 ◽  
Vol 10 (6) ◽  
pp. 1699-1707 ◽  
Author(s):  
Yu-Ping Xu ◽  
Zhi-Qiao Wang ◽  
Hong-Zi Tan ◽  
Kai-Qiang Jing ◽  
Zhong-Ning Xu ◽  
...  

We studied the effect of Lewis acidity in metal–organic frameworks (MOFs) on their activity as catalyst supports for the esterification of CO to dimethyl carbonate.


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