Cellulose supported TiO2/Cu2O for highly asymmetric conjugate addition of α,β-unsaturated compounds in aqueous phase

• Published in: International journal of biological macromolecules Vol. 268; p. 131205
• Main Authors: Zhang, Yaoyao, Guo, Haifeng, Fu, Chengpeng, Li, Weishuang, Li, Bojie, Zhu, Lei
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 01.05.2024
• Subjects: Aqueous phase; Asymmetric borylation; Cellulose; Chiral boron compounds; Recycle and reuse; Chiral boron compounds; Aqueous phase; Cellulose; Asymmetric borylation; Recycle and reuse
• ISSN: 0141-8130; 1879-0003
• DOI: 10.1016/j.ijbiomac.2024.131205

A series of new kind green cellulose-supported bimetallic TiO2/Cu2O (Cell@TiO2/Cu2O) catalytic materials were obtained by in-situ reduction method employing cellulose as the carrier. The effects of metal percentage composition on the morphology and construction of the catalytic materials were systematically investigated. The Cell@TiO2/Cu2O were characterized by FT-IR, TG, XPS, SEM, TEM, EDS, and the element content was obtained by elemental analysis. Then, the achieved catalytic materials were applied to the chiral borylation reaction of α,β-unsaturated compounds, including nitrile compounds, esters, and α,β-unsaturated ketones. Remarkably, this approach provides an efficient strategy to gain an important class of chiral organic boron compounds with target chiral products in high yields as well as enantioselectivities. Besides, the Cell@TiO2/Cu2O could be easily recycled and effectively reused. This work constructed bimetallic TiO2/Cu2O on cellulose as a newly catalyst to obtain chiral boron compounds in aqueous phase. [Display omitted] •Green catalytic system consisting of biomass cellulose TiO2/Cu2O catalyst•High TONs and TOFs were recorded for green cellulose-based catalyst.•Asymmetric conjugate addition in aqueous phase under mild condition without additive•This green catalyst exhibited excellent performance which could be easily reused.