Toward ideal carbon dioxide functionalization
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Toward ideal carbon dioxide functionalization. / Yang, Y.; Lee, Ji Woong.
In: Chemical Science, Vol. 10, No. 14, 2019, p. 3905-3926.Research output: Contribution to journal › Journal article › Research › peer-review
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TY - JOUR
T1 - Toward ideal carbon dioxide functionalization
AU - Yang, Y.
AU - Lee, Ji Woong
PY - 2019
Y1 - 2019
N2 - This Perspective recapitulates recent developments of carbon dioxide utilization in carbon-carbon bond formation reactions, with an intention of paving a way toward sustainable CO 2 -functionalization and its tangible applications in synthetic chemistry. CO 2 functionalization reactions possess intrinsic drawbacks: the high kinetic inertness and thermodynamic stability of CO 2 . Numerous procedures for CO 2 utilization depend on energy-intensive processes (i.e. high pressure and/or temperature), often solely relying on reactive substrates, hampering its general applications. Recent efforts thus have been dedicated to catalytic CO 2 -utilization under ambient reaction conditions, however, it is still limited to a few activation modes and the use of reactive substrates. Herein, ideal CO 2 -functionalization with particular emphasis on sustainability will be discussed based on the following sub-categories; (1) metal-catalyzed ‘reductive' carboxylation reaction of halides, olefins and allyl alcohols, (2) photochemical CO 2 -utilization, (3) redox-neutral CO 2 -functionalization, and (4) enantioselective catalysis incorporating CO 2 to form C-CO 2 bonds (excluding strain mediated reactions with epoxide- and aziridine-based substrates). Recent progress in these fields will be discussed with the proposed reaction mechanisms and selected examples, highlighting redox-neutral, umpolung, and asymmetric carboxylation to postulate ideal CO 2 functionalization reactions to be developed in the near future.
AB - This Perspective recapitulates recent developments of carbon dioxide utilization in carbon-carbon bond formation reactions, with an intention of paving a way toward sustainable CO 2 -functionalization and its tangible applications in synthetic chemistry. CO 2 functionalization reactions possess intrinsic drawbacks: the high kinetic inertness and thermodynamic stability of CO 2 . Numerous procedures for CO 2 utilization depend on energy-intensive processes (i.e. high pressure and/or temperature), often solely relying on reactive substrates, hampering its general applications. Recent efforts thus have been dedicated to catalytic CO 2 -utilization under ambient reaction conditions, however, it is still limited to a few activation modes and the use of reactive substrates. Herein, ideal CO 2 -functionalization with particular emphasis on sustainability will be discussed based on the following sub-categories; (1) metal-catalyzed ‘reductive' carboxylation reaction of halides, olefins and allyl alcohols, (2) photochemical CO 2 -utilization, (3) redox-neutral CO 2 -functionalization, and (4) enantioselective catalysis incorporating CO 2 to form C-CO 2 bonds (excluding strain mediated reactions with epoxide- and aziridine-based substrates). Recent progress in these fields will be discussed with the proposed reaction mechanisms and selected examples, highlighting redox-neutral, umpolung, and asymmetric carboxylation to postulate ideal CO 2 functionalization reactions to be developed in the near future.
U2 - 10.1039/C8SC05539D
DO - 10.1039/C8SC05539D
M3 - Journal article
AN - SCOPUS:85064041229
VL - 10
SP - 3905
EP - 3926
JO - Chemical Science
JF - Chemical Science
SN - 2041-6520
IS - 14
ER -
ID: 222051237