scholarly journals Tin-containing silicates: structure–activity relations

Author(s):  
Christian M. Osmundsen ◽  
Martin Spangsberg Holm ◽  
Søren Dahl ◽  
Esben Taarning

The selective conversion of biomass-derived substrates is one of the major challenges facing the chemical industry. Recently, stannosilicates have been employed as highly active and selective Lewis acid catalysts for a number of industrially relevant reactions. In the present work, four different stannosilicates have been investigated: Sn-BEA, Sn-MFI, Sn-MCM-41 and Sn-SBA-15. When comparing the properties of tin sites in the structures, substantial differences are observed. Sn-beta displays the highest Lewis acid strength, as measured by probe molecule studies using infrared spectroscopy, which gives it a significantly higher activity at low temperatures than the other structures investigated. Furthermore, the increased acid strength translates into large differences in selectivity between the catalysts, thus demonstrating the influence of the structure on the active site, and pointing the way forward for tailoring the active site to the desired reaction.

2018 ◽  
Vol 5 (11) ◽  
pp. 2763-2771 ◽  
Author(s):  
Hao Xu ◽  
Xudong Wang ◽  
Peng Ji ◽  
Haihong Wu ◽  
Yejun Guan ◽  
...  

Sn-Beta zeolites, with high Sn content and smaller crystal size, hydrothermally synthesized in F−-free medium using N-cyclohexyl-N,N-dimethylcyclohexanaminium hydroxide as the structure-directing agent with the assistance of Na+ and seed, are highly active as Lewis acid catalysts.


2020 ◽  
Vol 116 ◽  
pp. 272-278
Author(s):  
Shuyan Lu ◽  
Jiafei Lyu ◽  
Xiwei Han ◽  
Peng Bai ◽  
Xianghai Guo

RSC Advances ◽  
2015 ◽  
Vol 5 (32) ◽  
pp. 25485-25488 ◽  
Author(s):  
Yanxia Zhang ◽  
Jianwei Han ◽  
Zhen-Jiang Liu

Diaryliodonium(iii) salts, as highly active and versatile Lewis acid catalysts for the direct three component Mannich reaction under solvent free conditions, have been investigated.


Author(s):  
Alex L. Bagdasarian ◽  
Stasik Popov ◽  
Benjamin Wigman ◽  
Wenjing Wei ◽  
woojin lee ◽  
...  

Herein we report the 3,5bistrifluoromethylphenyl urea-catalyzed functionalization of unactivated C–H bonds. In this system, the urea catalyst mediates the formation of high-energy vinyl carbocations that undergo facile C–H insertion and Friedel–Crafts reactions. We introduce a new paradigm for these privileged scaffolds where the combination of hydrogen bonding motifs and strong bases affords highly active Lewis acid catalysts capable of ionizing strong C–O bonds. Despite the highly Lewis acidic nature of these catalysts that enables triflate abstraction from sp<sup>2</sup> carbons, these newly found reaction conditions allow for the formation of heterocycles and tolerate highly Lewis basic heteroaromatic substrates. This strategy showcases the potential utility of dicoordinated vinyl carbocations in organic synthesis.<br>


2020 ◽  
Author(s):  
Alex L. Bagdasarian ◽  
Stasik Popov ◽  
Benjamin Wigman ◽  
Wenjing Wei ◽  
woojin lee ◽  
...  

Herein we report the 3,5bistrifluoromethylphenyl urea-catalyzed functionalization of unactivated C–H bonds. In this system, the urea catalyst mediates the formation of high-energy vinyl carbocations that undergo facile C–H insertion and Friedel–Crafts reactions. We introduce a new paradigm for these privileged scaffolds where the combination of hydrogen bonding motifs and strong bases affords highly active Lewis acid catalysts capable of ionizing strong C–O bonds. Despite the highly Lewis acidic nature of these catalysts that enables triflate abstraction from sp<sup>2</sup> carbons, these newly found reaction conditions allow for the formation of heterocycles and tolerate highly Lewis basic heteroaromatic substrates. This strategy showcases the potential utility of dicoordinated vinyl carbocations in organic synthesis.<br>


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