TY - JOUR
T1 - A protic ionic liquid catalyzes CO2 conversion at atmospheric pressure and room temperature
T2 - Synthesis of quinazoline-2,4(1H,3H)-diones
AU - Zhao, Yanfei
AU - Yu, Bo
AU - Yang, Zhenzhen
AU - Zhang, Hongye
AU - Hao, Leiduan
AU - Gao, Xiang
AU - Liu, Zhimin
PY - 2014/6/2
Y1 - 2014/6/2
N2 - The chemical fixation of CO2 under mild reaction conditions is of significance from a sustainable chemistry viewpoint. Herein a CO 2-reactive protic ionic liquid (PIL), [HDBU+][TFE -], was designed by neutralization of the superbase 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) with a weak proton donor trifluoroethanol (TFE). As a bifunctional catalyst for simultaneously activating CO2 and the substrate, this PIL displayed excellent performance in catalyzing the reactions of CO2 with 2-aminobenzonitriles at atmospheric pressure and room temperature, thus producing a series of quinazoline-2,4(1H,3H)-diones in excellent yields. No pressure: The reaction of CO2 with various 2-aminobenzonitriles was achieved at atmospheric pressure and room temperature by using the bifunctional protic ionic liquid [HDBU+][TFE-], thus producing the title compounds in excellent yields. The ionic liquid serves as both the catalyst and solvent, and activates both CO2 and the substrates simultaneously. DBU=1,8-diazabicyclo[5.4.0]undec-7-ene, TFE=trifluoroethanol.
AB - The chemical fixation of CO2 under mild reaction conditions is of significance from a sustainable chemistry viewpoint. Herein a CO 2-reactive protic ionic liquid (PIL), [HDBU+][TFE -], was designed by neutralization of the superbase 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) with a weak proton donor trifluoroethanol (TFE). As a bifunctional catalyst for simultaneously activating CO2 and the substrate, this PIL displayed excellent performance in catalyzing the reactions of CO2 with 2-aminobenzonitriles at atmospheric pressure and room temperature, thus producing a series of quinazoline-2,4(1H,3H)-diones in excellent yields. No pressure: The reaction of CO2 with various 2-aminobenzonitriles was achieved at atmospheric pressure and room temperature by using the bifunctional protic ionic liquid [HDBU+][TFE-], thus producing the title compounds in excellent yields. The ionic liquid serves as both the catalyst and solvent, and activates both CO2 and the substrates simultaneously. DBU=1,8-diazabicyclo[5.4.0]undec-7-ene, TFE=trifluoroethanol.
KW - carbon dioxide fixation
KW - heterocylces
KW - ionic liquids
KW - reaction mechanism
KW - synthetic methods
UR - http://www.scopus.com/inward/record.url?scp=84901720245&partnerID=8YFLogxK
U2 - 10.1002/anie.201400521
DO - 10.1002/anie.201400521
M3 - Article
AN - SCOPUS:84901720245
SN - 1433-7851
VL - 53
SP - 5922
EP - 5925
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
IS - 23
ER -