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Highly Efficient Organocatalyzed Conversion of Oxiranes and CO 2 into Organic Carbonates
Author(s) -
Sopeña Sergio,
Fiorani Giulia,
Martín Carmen,
Kleij Arjan W.
Publication year - 2015
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201500710
Subject(s) - tannic acid , chemistry , catalysis , organocatalysis , organic chemistry , metal organic framework , heterogeneous catalysis , polyphenol , carbon dioxide , combinatorial chemistry , enantioselective synthesis , antioxidant , adsorption
A binary catalyst system based on tannic acid/NBu 4 X (X=Br, I) is presented as a highly efficient organocatalyst at very low catalyst loading for the coupling of carbon dioxide and functional oxiranes to afford organic carbonates in good yields. The presence of multiple polyphenol fragments within the tannic acid structure is considered to be beneficial for synergistic effects that lead to higher stabilization of the catalyst structure during catalysis. The observed turnover frequencies (TOFs) exceed 200 h −1 and are among the highest reported to date for organocatalysts in this area of CO 2 conversion. This organocatalyst system presents a useful, readily available, inexpensive, and, above all, reactive alternative for most of the metal‐based catalyst systems reported to date.