INORGANIC CHEMISTRY
·
2025
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IF 4.7
Miaomiao Chen,Huili Zhao,Han Xue,Yan Liang,Min Ji,Min Wang
B(C6F5)3-based frustrated Lewis pairs (FLPs) have made remarkable progress in metal-free catalytic reduction. However, the high affinity of B(C6F5)3 for oxygen makes it susceptible to irreversible poisoning when exposed to H2O, limiting its widespread application in reductive amination. To overcome the influence of H2O, a hydrophobic catalyst, B(C6F5)3@Rn–1-MIL-101 (n = 3, 5, 7), was developed by confining B(C6F5)3 within the nanocages of metal–organic frameworks (MOFs) modified with alkyl chains. The hydrophobic strength of the catalyst could be adjusted by varying the length of the alkyl chain. At n = 3, the alkyl chain was too short to be hydrophobic, while the excessively long alkyl chain blocked the pore channels and adversely affected the loading of B(C6F5)3 at n = 7. Only the catalyst B(C6F5)3@R4-MIL-101 synthesized at n = 5 could effectively facilitate the reductive amination of aldehydes or ketones with amines in a “wet solvent.” The strategy of combining hydrophobic MOFs with B(C6F5)3 to prepare heterogeneous catalysts for FLP catalysis not only provides a fresh avenue for investigating catalytic systems for reductive amination but also represents an innovative approach to advancing FLP chemistry.
研究领域:
化学
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催化科学
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产品关联
DOI
PubMed
高影响因子
MACROMOLECULAR CHEMISTRY AND PHYSICS
·
2018
·Vol. 219
·期 18
·1800189
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IF 2.492
Meina Xiao,Jingxing Jiang,Tongtong Zhang,Anli Xu,Zhuofeng Ke,Liangzhi Hong
The hybrid copolymerization of vinyl monomers with cyclic esters endows the formed copolymers new features, such as biodegradability and functionality. However, the recently reported hybrid copolymerizations are mainly based on polar vinyl monomers and cyclic esters catalyzed by organocatalysts. The copolymerization of non-polar vinyl monomers with cyclic esters is still a challenge. In this work, the copolymerization of β-butyrolactone (β-BL) with styrene catalyzed by B(C 6 F 5 ) 3 in the absence of coinitiators is reported. The density functional theory studies suggest the formation of zwitterion between β-BL and B(C 6 F 5 ) 3 . It is found that β-BL and styrene are concurrently copolymerized through the macro-zwitterion intermediates. The obtained copolymers are carefully examined by 1 H NMR, 2D 1 H- 13 C HMBC, differential scanning calorimetry, thermogravimetric analysis, hydrolysis experiments, as well as Brady's reagents.
研究领域:
高分子化学
·
有机化学
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DOI
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
·
2024
·
IF 3.3
Wei-Wei Zhang,Qiang Sha
An efficient B(C6F5)3-catalyzed multicomponent reaction of 2,3-diketoesters, amines, allenes, and nucleophiles was reported, which afforded 2α-functionalized pyrroles in moderate to good yields. The reaction features low catalyst loading, usage of a small amount of solvent, high atom economy, tunable installation of diverse functional groups at 2α-position, and water being formed as the byproduct. This is the first multicomponent reaction that combines vicinal tricarbonyl compounds with allenes.
研究领域:
有机化学
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催化化学
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DOI
高影响因子
iScience
·
2023
·
IF 5.8
Shi-Jun Wang,Long Wang,Xiang-Ying Tang
B(C 6 F 5 ) 3 ·H 2 O has been long recognized as a common Brønsted acid. The lack of X-ray crystal structure of B(C 6 F 5 ) 3 ·H 2 O with other substrates has greatly limited the development of a new catalytic mode. In this work, a complex of B(C 6 F 5 ) 3 ·H 2 O and amide 2-phenyl-3,4-dihydroisoquinolin-1( 2H )-one with hydrogen bonds and π-π interactions is characterized by X-ray diffraction. Such noncovalent interactions in solution also exist, as verified by NMR, UV-Vis absorption, and fluorescence emission measurements. Moreover, the mixture of amide 2-phenyl-3,4-dihydroisoquinolin-1( 2H )-one and B(C 6 F 5 ) 3 ·H 2 O, instead of other tested Brønsted acids, shows a tailing absorption band in the visible light region (400–450 nm). Based on the photoactive properties of the complex, a photoredox catalysis is developed to construct α -aminoamides under mild conditions.
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DOI
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
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2020
·
IF 4.335
Xiao-Yu Zhan,Hua Zhang,Yu Dong,Jian Yang,Shuai He,Zhi-Chuan Shi,Lei Tang,Ji-Yu Wang
The B(C6F5)3-catalyzed chemoselective hydrosilylation of α,β- and α,β,γ,δ-unsaturated ketones into the corresponding non-symmetric ketones in mild reaction conditions is developed. Nearly 55 substrates including those bearing reducible functional groups such as alkynyl, alkenyl, cyano, and aromatic heterocycles are chemoselectively hydrosilylated in good to excellent yields. Isotope-labeling studies revealed that hexafluoro-2-propanol also served as a hydrogen source in the process.
研究领域:
有机化学
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催化化学
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合成化学
✓ 已验证
DOI
高影响因子
危险品化学品经营许可证（带存储）