Potential applications of Zr-KIT-5: Hantzsch reaction, Meerwein–Ponndorf–Verley (MPV) reduction of 4-tert-butylcyclohexanone, and Prins reaction of citronellal

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作者
Vinju Vasudevan Srinivasan
Adeline Ranoux
Rajamanickam Maheswari
Ulf Hanefeld
Anand Ramanathan
Bala Subramaniam
机构
[1] Anna University,Department of Chemistry
[2] The University of Kansas,Center for Environmentally Beneficial Catalysis
[3] Technische Universiteit Delft,Gebouw voor Scheikunde
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Zr-KIT-5; Hantzsch reaction; Isopulegol; Prins reaction; MPV reduction;
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摘要
The acidity of Zr-incorporated large pore cubic mesoporous silicate, KIT-5, with Fm3m symmetry was explored as catalyst in the Hantzsch reaction for preparation of 1,4-dihydropyridine (DHP) derivatives, Meerwein–Ponndorf–Verley (MPV) reduction of 4-tert-butylcyclohexanone, and Prins reaction of citronellal. The catalyst showed ~82–94 % selectivity for formation of DHP derivatives based on substituted benzaldehydes. For the intramolecular cyclization of citronellal, the activity and isomer selectivity increased with Zr content. Both these reactions proceeded to nearly total conversion in relatively short reaction times of 3 h and 30 min, respectively. In sharp contrast, MPV reduction of 4-tert-butylcyclohexanone yielded 95 % conversion in 4 days, similar to those reported for Zr-TUD-1.
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页码:2399 / 2408
页数:9
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  • [1] Potential applications of Zr-KIT-5: Hantzsch reaction, Meerwein-Ponndorf-Verley (MPV) reduction of 4-tert-butylcyclohexanone, and Prins reaction of citronellal
    Srinivasan, Vinju Vasudevan
    Ranoux, Adeline
    Maheswari, Rajamanickam
    Hanefeld, Ulf
    Ramanathan, Anand
    Subramaniam, Bala
    RESEARCH ON CHEMICAL INTERMEDIATES, 2016, 42 (03) : 2399 - 2408