A novel heterogeneous acid (nanocrystalline ZSM-5) catalyzed carboxymethylation of alcohols to non-symmetrical alkyl carbonates using DMC has been realized. Nanocrystalline ZSM-5 (NZSM-5) with a crystal size of 20-30 nm was synthesized by hydrothermal crystallization. The synthesized NZSM-5 was verified by X-ray diffraction, Fourier transformation infrared spectroscopy and solid state NMR. The morphology of NZSM-5 was confirmed by transmission electron microscopy and scanning electron microscopy, which revealed the formation of aggregates of the zeolite (100-200 nm) made by the nano-sized (20-30 nm) NZSM-5 particle packing. The physicochemical properties of NZSM-5 were measured by nitrogen adsorption and temperature programmed desorption of ammonia, which indicate the surface area of 465 m(2) g(-1) and the acidity of 0.936 mmol g(-1). The present protocol provides an attractive approach to a variety of non-symmetrical alkyl carbonates in high yields. The catalyst was efficiently recycled for up to 5 consecutive cycles. This method broadens the series of possible utilization for DMC in green chemistry.
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页码:2938 / 2945
页数:8
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[Anonymous], 1999, Protective Groups in Organic Synthesis
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Nagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, JapanNagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan
Hatano, Manabu
Kamiya, Sho
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Nagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, JapanNagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan
Kamiya, Sho
Moriyama, Katsuhiko
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Nagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, JapanNagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan
Moriyama, Katsuhiko
Ishihara, Kazuaki
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Nagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan
CREST, Japan Sci & Technol Agcy JST, Chikusa Ku, Nagoya, Aichi 4648603, JapanNagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan
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Nagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, JapanNagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan
Hatano, Manabu
Kamiya, Sho
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Nagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, JapanNagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan
Kamiya, Sho
Moriyama, Katsuhiko
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Nagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, JapanNagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan
Moriyama, Katsuhiko
Ishihara, Kazuaki
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Nagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan
CREST, Japan Sci & Technol Agcy JST, Chikusa Ku, Nagoya, Aichi 4648603, JapanNagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan