Catalytic Asymmetric Addition of Carbon Dioxide to Propylene Oxide with Unprecedented Enantioselectivity
Publication type: Journal Article
Publication date: 2006-08-26
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
16986910
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
New chiral catalyst systems were developed for the reaction of carbon dioxide with propylene oxide (PO) at atmospheric pressure to generate enantiomerically enriched propylene carbonate (PC). The best selectivity was achieved with a Co(III)(salen)-trifluoroacetyl complex and bis(triphenylphosphoranylidene)ammonium fluoride (PPN+F-) as catalysts, affording PC in 40% yield and 83% ee (selectivity factor = 19). In addition, PC was prepared for the first time by kinetic resolution of PO with tetrabutylammonium methyl carbonate (TBAMC, nBu4N+ (-)OOCOMe). With TBAMC as "activated CO2", up to 71% ee was obtained.
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Metrics
137
Total citations:
137
Citations from 2024:
13
(9.49%)
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GOST
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Berkessel A., Brandenburg M. Catalytic Asymmetric Addition of Carbon Dioxide to Propylene Oxide with Unprecedented Enantioselectivity // Organic Letters. 2006. Vol. 8. No. 20. pp. 4401-4404.
GOST all authors (up to 50)
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Berkessel A., Brandenburg M. Catalytic Asymmetric Addition of Carbon Dioxide to Propylene Oxide with Unprecedented Enantioselectivity // Organic Letters. 2006. Vol. 8. No. 20. pp. 4401-4404.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ol061501d
UR - https://doi.org/10.1021/ol061501d
TI - Catalytic Asymmetric Addition of Carbon Dioxide to Propylene Oxide with Unprecedented Enantioselectivity
T2 - Organic Letters
AU - Berkessel, Albrecht
AU - Brandenburg, Marc
PY - 2006
DA - 2006/08/26
PB - American Chemical Society (ACS)
SP - 4401-4404
IS - 20
VL - 8
PMID - 16986910
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2006_Berkessel,
author = {Albrecht Berkessel and Marc Brandenburg},
title = {Catalytic Asymmetric Addition of Carbon Dioxide to Propylene Oxide with Unprecedented Enantioselectivity},
journal = {Organic Letters},
year = {2006},
volume = {8},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/ol061501d},
number = {20},
pages = {4401--4404},
doi = {10.1021/ol061501d}
}
Cite this
MLA
Copy
Berkessel, Albrecht, and Marc Brandenburg. “Catalytic Asymmetric Addition of Carbon Dioxide to Propylene Oxide with Unprecedented Enantioselectivity.” Organic Letters, vol. 8, no. 20, Aug. 2006, pp. 4401-4404. https://doi.org/10.1021/ol061501d.