共 49 条
Synthesis of spiroindoline derivatives and biphenyl compounds in green solvent via a "capture-release" mechanism using modified polyacrylonitrile fiber as a catalyst
被引:4
作者:
Li, Xiaoting
[1
]
Zhang, Yanfei
[1
]
Liu, Jinxin
[1
]
Cao, Jian
[2
]
Ma, Ning
[1
]
Tao, Minli
[1
,3
]
Zhang, Wenqin
[1
]
机构:
[1] Tianjin Univ, Sch Sci, Dept Chem, 135 Yaguan Rd,Haihe Educ Pk, Tianjin 300072, Peoples R China
[2] Langfang Normal Univ, Dept Chem & Mat Sci, Langfang 065000, Hebei, Peoples R China
[3] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300072, Peoples R China
基金:
中国国家自然科学基金;
关键词:
Polyacrylonitrile fiber;
Tertiary phosphine;
Pd;
Spiroindoline derivatives;
Suzuki coupling;
EFFICIENT SYNTHESIS;
COUPLING REACTIONS;
HIGHLY EFFICIENT;
GRUBBS CATALYSTS;
PALLADIUM;
COMPLEXES;
MICROENVIRONMENT;
SPIROOXINDOLES;
NANOPARTICLES;
NANOCATALYST;
D O I:
10.1016/j.cej.2024.153906
中图分类号:
X [环境科学、安全科学];
学科分类号:
08 ;
0830 ;
摘要:
Green synthesis of critical bioactive molecules and fine chemicals is attracting increasing interest. This study investigates the use of two distinct functionalized polyacrylonitrile (PAN) fibers (PANEDBPF and PANEDBP-Pd effective catalysts in a green solvent comprising ethanol and water. Firstly, a PAN fiber was modified using 2(diphenylphosphino) ethylamine, a strongly nucleophilic phosphine compound, to obtain PANEDBPF. Spiroindoline derivatives were obtained in 98 % yields when the reaction was conducted using 5 mol% of PANEDBPF as the catalyst at 70 degrees C for 30 min. Next, we loaded PdNPs onto PANEDBPF to obtain PANEDBP-Pd Suzuki coupling reaction was conducted at room temperature (25 degrees C) using 0.5 mol% of PANEDBP-Pd 0 F, the products were obtained in an extremely high yield of 99 %. Additionally, the unique enrichment of the substrate by the functionalized fibers during the reaction and the subsequent release of the product from the microenvironment conform to the "capture-release" reaction mode of catalysis. Both PANEDBPF and PANEDBP-Pd demonstrated good gram-scale amplification, repeatability, catalytic activity, and stability. Hence, they are highly promising candidates for green chemistry applications.
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页数:12
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