Author, as appears in the article.: Qiao C; Shi W; Brandolese A; Benet-Buchholz J; Escudero-Adán EC; Kleij AW
Department: Altres organs de gestió
URV's Author/s: Benet Buchholz, Jordi / Qiao, Chang
Keywords: Transformation Strategies Ring-opening polymerization Pressure Monomers Homogeneous catalysis Epoxides Diols Cyclic carbonates Conversion Co2 Chemicals Carbonylation Carbon dioxide
Abstract: A new catalytic route has been developed for the coupling of epoxides and CO2 affording polymerizable six-membered bicyclic carbonates. Cyclic epoxides equipped with a beta-positioned OH group can be transformed into structurally diverse bicyclic cyclic carbonates in good yields and with high selectivity. Key to the chemo-selectivity is the difference between the reactivity of syn- and anti-configured epoxy alcohols, with the latter leading to six-membered ring carbonate formation in the presence of a binary Al-III aminotriphenolate complex/DIPEA catalyst. X-ray analyses show that the conversion of the syn-configured substrate evolves via a standard double inversion pathway providing a five-membered carbonate product, whereas the anti-isomer allows for activation of the oxirane unit of the substrate opposite to the pendent alcohol. The potential use of these bicyclic products is shown in ring-opening polymerization offering access to rigid polycarbonates with improved thermal resistance.
Thematic Areas: Química Medicina ii Medicina i Materiais Interdisciplinar General medicine General chemistry Farmacia Engenharias ii Ciências biológicas iii Ciências biológicas ii Ciências biológicas i Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemistry Catalysis Astronomia / física
licence for use: https://creativecommons.org/licenses/by/3.0/es/
Author's mail: chang.qiao@estudiants.urv.cat
Record's date: 2024-09-07
Papper version: info:eu-repo/semantics/publishedVersion
Link to the original source: https://onlinelibrary.wiley.com/doi/full/10.1002/anie.202205053
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Papper original source: Angewandte Chemie (International Ed. Print). 61 (27): e202205053-e202205053
APA: Qiao C; Shi W; Brandolese A; Benet-Buchholz J; Escudero-Adán EC; Kleij AW (2022). A Novel Catalytic Route to Polymerizable Bicyclic Cyclic Carbonate Monomers from Carbon Dioxide. Angewandte Chemie (International Ed. Print), 61(27), e202205053-e202205053. DOI: 10.1002/anie.202205053
Article's DOI: 10.1002/anie.202205053
Entity: Universitat Rovira i Virgili
Journal publication year: 2022
Publication Type: Journal Publications
Repositori URV