TY - JOUR
T1 - Oxy-vacancy Mo-acetylacetone catalyzes N-acetylglucosamine to co-produce furan and pyrrole compounds
AU - Lin, Changqu
AU - Xu, Lulu
AU - Zhuang, Yue
AU - Ma, Peipei
AU - Wu, Hongli
AU - Gan, Haifeng
AU - Cao, Fei
AU - Wei, Ping
N1 - Publisher Copyright:
© 2024
PY - 2025/2/15
Y1 - 2025/2/15
N2 - The cleavage of C-C bonds to generate small molecules is a pivotal strategy for integrating shell bio-refinery products into the conventional chemical industry. Herein, we synthesized a novel bifunctional acetylacetone molybdenum-based catalyst with oxygen vacancies and acid sites (Ov-Mo-acac), which catalyze the retro-aldol reaction of N-acetylglucosamine (NAG), consequently the condensation with acetylacetone and dehydration to co-produce furan and pyrrole compounds. Reaction optimization resulted in a remarkable yield of 95 % for N-acetyl-3-acetyl-2-methyl pyrrole (AMAP) and 74 % for 5-(1,2-dihydroxyethyl)-2-methyl-3-acetylfuran (DMAF) from NAG at 90 ℃ for 3 h. XPS, EPR, and Raman confirmed the reduction of molybdenum from the Mo6+ to Mo5+ and Mo4+, and oxygen vacancies on the surface. Furthermore, the catalyst has Lewis and Brønsted acidic sites, as evidenced by py-FTIR and 1H MAS NMR. The study offers a new approach to utilizing shellfishery waste and sheds the function of oxygen vacancies on Mo-based catalysts for the retro-aldol reaction of carbohydrates.
AB - The cleavage of C-C bonds to generate small molecules is a pivotal strategy for integrating shell bio-refinery products into the conventional chemical industry. Herein, we synthesized a novel bifunctional acetylacetone molybdenum-based catalyst with oxygen vacancies and acid sites (Ov-Mo-acac), which catalyze the retro-aldol reaction of N-acetylglucosamine (NAG), consequently the condensation with acetylacetone and dehydration to co-produce furan and pyrrole compounds. Reaction optimization resulted in a remarkable yield of 95 % for N-acetyl-3-acetyl-2-methyl pyrrole (AMAP) and 74 % for 5-(1,2-dihydroxyethyl)-2-methyl-3-acetylfuran (DMAF) from NAG at 90 ℃ for 3 h. XPS, EPR, and Raman confirmed the reduction of molybdenum from the Mo6+ to Mo5+ and Mo4+, and oxygen vacancies on the surface. Furthermore, the catalyst has Lewis and Brønsted acidic sites, as evidenced by py-FTIR and 1H MAS NMR. The study offers a new approach to utilizing shellfishery waste and sheds the function of oxygen vacancies on Mo-based catalysts for the retro-aldol reaction of carbohydrates.
KW - Molybdenum-based catalyst
KW - N-acetylglucosamine
KW - Pyrrole and furan compounds
KW - Retro-aldol
UR - http://www.scopus.com/inward/record.url?scp=85212531084&partnerID=8YFLogxK
U2 - 10.1016/j.ces.2024.121099
DO - 10.1016/j.ces.2024.121099
M3 - 文章
AN - SCOPUS:85212531084
SN - 0009-2509
VL - 305
JO - Chemical Engineering Science
JF - Chemical Engineering Science
M1 - 121099
ER -