Tetrahydropyranylation of alcohols and phenols catalyzed by a new multi-wall carbon nanotubes-bound tin(IV) porphyrin

被引:0
|
作者
Gharaati, Shadab [1 ]
Kargar, Hadi [1 ]
Falahati, Ali Mohammad [1 ]
机构
[1] Payame Noor Univ, Dept Chem, POB 19395-4697, Tehran, Iran
关键词
Nanostructures; Heterogeneous catalysis; Supported catalysts; Lewis acids; Hydroxyl compounds; Tetrahydropyranyl ether; HIGH-VALENT METALLOPORPHYRIN; ALLYL VINYL ETHERS; EFFICIENT CATALYST; HIGHLY EFFICIENT; ACETIC-ANHYDRIDE; SELECTIVE TETRAHYDROPYRANYLATION; CHEMOSELECTIVE TETRAHYDROPYRANYLATION; HETEROGENEOUS CATALYST; RECYCLABLE CATALYST; ALUMINUM-CHLORIDE;
D O I
10.1007/s13738-017-1067-3
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the present study, tetrahydropyranylation of alcohols and phenols with 3,4-dihydro-2H-pyran (DHP) using tetrakis(p-aminophenyl)porphyrinatotin(IV) trifluoromethanesulfonate, [Sn-IV(TNH2PP)(OTf)(2)], and tetrakis(p-aminophenyl)porphyrinatotin(IV) tetrafluoroborate, [Sn-IV(TNH2PP)(BF4)(2)], supported on multi-wall carbon nanotubes as new catalytic systems is investigated. These new catalysts, [Sn-IV(TNH2PP)(OTf)(2)@MWCNT] and [Sn-IV(TNH2PP)(BF4)(2)@MWCNT], were characterized using elemental analysis, FT-IR spectroscopic techniques, scanning electron microscopy and diffuse reflectance UV-Vis spectroscopic methods. In these catalytic systems, an optimization on the amounts of catalysts and amount of DHP was done in the tetrahydropyranylation of alcohols and phenols with DHP and the best outcomes were received in the presence of 0.01 mmol (40 mg) of [Sn-IV(TNH2PP)(OTf)(2)@MWCNT] and [Sn-IV(TNH2PP)(BF4)(2)@MWCNT] with 2 mmol of DHP. Efficiency and reusability are two important features of these new heterogenized catalysts for tetrahydropyranylation of primary, secondary and tertiary alcohols as well as phenols at room temperature. These catalysts were recovered several times with no loss on their initial activity, which indicates their high reusability and stability.
引用
收藏
页码:1169 / 1178
页数:10
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