Open Access BASE2013

Metal-containing zeolites as efficient catalyst for the transformation of highly valuable chiral biomass-derived products

Abstract

Metal-containing zeolites, especially Sn-Beta, perform as very efficient heterogeneous catalysts in the selective oxidation of levoglucosenone, which is considered as a platform chemical for the production of highly-valuable chemicals, towards the synthesis of the optically pure gamma-lactone(S)-gamma-hydroxymethyl-alpha,beta-butenolide (HBO) using H2O2 as an oxidizing agent. Using Sn-Beta as a catalyst, yields up to 75% of (S)-gamma-hydroxymethyl-alpha,beta-butenolide are achieved in a "one-pot" cascade reaction. When Sn-Beta is combined with an acid resin, such as Amberlyst-15, the "two-step" process allows yields up to 90%. ; This work has been supported by the Spanish Government MINECO through Consolider Ingenio 2010-Multicat and MAT2012-37160, and by UPV through PAID-06-11 (n.1952). Manuel Moliner also acknowledges "Subprograma Ramon y Cajal" for contract RYC-2011-08972. ITQ thanks the "Program Severo Ochoa" for financial support. ; Paris Carrizo, CG.; Moliner Marin, M.; Corma Canós, A. (2013). Metal-containing zeolites as efficient catalyst for the transformation of highly valuable chiral biomass-derived products. Green Chemistry. 15(8):2101-2109. https://doi.org/10.1039/c3gc40267c ; S ; 2101 ; 2109 ; 15 ; 8 ; Corma, A., Iborra, S., & Velty, A. (2007). Chemical Routes for the Transformation of Biomass into Chemicals. Chemical Reviews, 107(6), 2411-2502. doi:10.1021/cr050989d ; Huber, G. W., Iborra, S., & Corma, A. (2006). Synthesis of Transportation Fuels from Biomass: Chemistry, Catalysts, and Engineering. Chemical Reviews, 106(9), 4044-4098. doi:10.1021/cr068360d ; Miftakhov, M. S., Valeev, F. A., & Gaisina, I. N. (1994). Levoglucosenone: the properties, reactions, and use in fine organic synthesis. Russian Chemical Reviews, 63(10), 869-882. doi:10.1070/rc1994v063n10abeh000123 ; Bridgwater, A. V., Meier, D., & Radlein, D. (1999). An overview of fast pyrolysis of biomass. Organic Geochemistry, 30(12), 1479-1493. doi:10.1016/s0146-6380(99)00120-5 ; Lu, Q., Xiong, W.-M., Li, W.-Z., Guo, ...

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