98-51-1Relevant articles and documents
Template-free synthesis of highly selective amorphous aluminosilicate catalyst for toluene alkylation
Peta, Sreenivasulu,Zhang, Tao,Dubovoy, Viktor,Koh, Katherine,Hu, Maocong,Wang, Xianqin,Asefa, Tewodros
, p. 155 - 159 (2018)
In this paper, we report a simple template-free synthetic method that produces amorphous, nanoporous aluminosilicate and highly selective catalyst for toluene alkylation. The structure and composition of the material and its corresponding control material are characterized by various techniques. The material shows excellent catalytic selectivity for alkylation of toluene by tert-butyl alcohol in temperatures between 50–150 °C under atmospheric pressure, producing exclusively 4-tert-butlytoluene (ca. 99%).
Using Data Science To Guide Aryl Bromide Substrate Scope Analysis in a Ni/Photoredox-Catalyzed Cross-Coupling with Acetals as Alcohol-Derived Radical Sources
Doyle, Abigail G.,Gandhi, Shivaani S.,Jiang, Shutian,Kariofillis, Stavros K.,Martinez Alvarado, Jesus I.,?urański, Andrzej M.
supporting information, p. 1045 - 1055 (2022/01/19)
Ni/photoredox catalysis has emerged as a powerful platform for C(sp2)–C(sp3) bond formation. While many of these methods typically employ aryl bromides as the C(sp2) coupling partner, a variety of aliphatic radical sources have been investigated. In principle, these reactions enable access to the same product scaffolds, but it can be hard to discern which method to employ because nonstandardized sets of aryl bromides are used in scope evaluation. Herein, we report a Ni/photoredox-catalyzed (deutero)methylation and alkylation of aryl halides where benzaldehyde di(alkyl) acetals serve as alcohol-derived radical sources. Reaction development, mechanistic studies, and late-stage derivatization of a biologically relevant aryl chloride, fenofibrate, are presented. Then, we describe the integration of data science techniques, including DFT featurization, dimensionality reduction, and hierarchical clustering, to delineate a diverse and succinct collection of aryl bromides that is representative of the chemical space of the substrate class. By superimposing scope examples from published Ni/photoredox methods on this same chemical space, we identify areas of sparse coverage and high versus low average yields, enabling comparisons between prior art and this new method. Additionally, we demonstrate that the systematically selected scope of aryl bromides can be used to quantify population-wide reactivity trends and reveal sources of possible functional group incompatibility with supervised machine learning.
A Mild, General, Metal-Free Method for Desulfurization of Thiols and Disulfides Induced by Visible-Light
Qiu, Wenting,Shi, Shuai,Li, Ruining,Lin, Xianfeng,Rao, Liangming,Sun, Zhankui
supporting information, p. 1255 - 1258 (2021/05/05)
A visible-light-induced metal-free desulfurization method for thiols and disulfides has been explored. This radical desulfurization features mild conditions, robustness, and excellent functionality compatibility. It was successfully applied not only to the desulfurization of small molecules, but also to peptides.
Alkylation of Toluene with tert-Butyl Alcohol over Different Zeolites with the Same Si/Al Ratio
Han, Yixian,Song, Hua,Sun, Xinglong,Wang, Wenyi,Wang, Xueqin,Wang, Yuanyuan,Zhang, Jiaojing
, p. 991 - 997 (2020/08/24)
Three zeolites (Beta, Mordenite and ZSM-5), with different pore channels but the same Si/Al ratio (25), were applied as catalysts to evaluate the effects of acidity and channel structure on the catalytic activity for toluene butylation at 180°C in an automated high-pressure stainless steel reactor. The same Si/Al ratio of the three zeolites resulted to different catalytic activity, since both acidity and channel structures of zeolites influenced catalytic activity. Zeolite Beta possessing a three-dimensional, 12-ring channel system, the smallest crystal size and larger amount of B acid sites demonstrated the highest toluene conversion (54percent). Mordenite, with 32.7percent toluene conversion, exhibited higher para-selectivity than Beta, which could be explained by the shape-selective catalysis. ZSM-5 with the largest amount of B acid sites presented the lowest catalytic activity, since alkylation can occur only on the surface active sites.