Cp*IrIII-Catalyzed Oxidative Coupling of Benzoic Acids with Alkynes
Publication type: Journal Article
Publication date: 2013-09-25
scimago Q1
wos Q1
SJR: 3.782
CiteScore: 19.5
Impact factor: 13.1
ISSN: 21555435
General Chemistry
Catalysis
Abstract
Cp*Ir(III) complexes have been shown to catalyze the oxidative coupling of benzoic acids with alkynes in methanol at 60 °C to form a variety of isocoumarins. The use of AgOAc as an oxidant was required to facilitate significant product formation. Alkyl alkynes were shown to be more reactive substrates than aryl alkynes, and a number of functional groups were tolerated on benzoic acid. Combined mechanistic and computational studies (BP86) revealed that (1) C–H activation occurs via an acetate-assisted mechanism; (2) C–H activation is not turnover limiting; and (3) the oxidant oxidizes the reduced form of the catalyst via an Ir(I)–Ir(II)–Ir(III) sequence.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
2
4
6
8
10
12
14
16
18
|
|
|
Organic Letters
17 publications, 12.5%
|
|
|
Journal of Organic Chemistry
10 publications, 7.35%
|
|
|
European Journal of Organic Chemistry
9 publications, 6.62%
|
|
|
Chemical Communications
8 publications, 5.88%
|
|
|
Chemistry - A European Journal
7 publications, 5.15%
|
|
|
Angewandte Chemie - International Edition
7 publications, 5.15%
|
|
|
Angewandte Chemie
7 publications, 5.15%
|
|
|
ACS Catalysis
6 publications, 4.41%
|
|
|
Advanced Synthesis and Catalysis
6 publications, 4.41%
|
|
|
Organic and Biomolecular Chemistry
5 publications, 3.68%
|
|
|
Organic Chemistry Frontiers
4 publications, 2.94%
|
|
|
Journal of Organometallic Chemistry
3 publications, 2.21%
|
|
|
Tetrahedron Letters
3 publications, 2.21%
|
|
|
Organometallics
3 publications, 2.21%
|
|
|
Journal of the American Chemical Society
3 publications, 2.21%
|
|
|
Molecules
2 publications, 1.47%
|
|
|
Chemistry - An Asian Journal
2 publications, 1.47%
|
|
|
Asian Journal of Organic Chemistry
2 publications, 1.47%
|
|
|
ChemCatChem
2 publications, 1.47%
|
|
|
Chemical Reviews
2 publications, 1.47%
|
|
|
Green Chemistry
2 publications, 1.47%
|
|
|
Topics in Organometallic Chemistry
2 publications, 1.47%
|
|
|
Synthesis
2 publications, 1.47%
|
|
|
Catalysts
1 publication, 0.74%
|
|
|
International Journal of Molecular Sciences
1 publication, 0.74%
|
|
|
Communications Chemistry
1 publication, 0.74%
|
|
|
Chemical Record
1 publication, 0.74%
|
|
|
ChemistrySelect
1 publication, 0.74%
|
|
|
ChemPlusChem
1 publication, 0.74%
|
|
|
2
4
6
8
10
12
14
16
18
|
Publishers
|
5
10
15
20
25
30
35
40
45
50
|
|
|
Wiley
49 publications, 36.03%
|
|
|
American Chemical Society (ACS)
43 publications, 31.62%
|
|
|
Royal Society of Chemistry (RSC)
23 publications, 16.91%
|
|
|
Elsevier
9 publications, 6.62%
|
|
|
MDPI
4 publications, 2.94%
|
|
|
Springer Nature
4 publications, 2.94%
|
|
|
Georg Thieme Verlag KG
2 publications, 1.47%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 0.74%
|
|
|
Bentham Science Publishers Ltd.
1 publication, 0.74%
|
|
|
5
10
15
20
25
30
35
40
45
50
|
- We do not take into account publications without a DOI.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
136
Total citations:
136
Citations from 2024:
9
(6.62%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Frasco D. A. et al. Cp*IrIII-Catalyzed Oxidative Coupling of Benzoic Acids with Alkynes // ACS Catalysis. 2013. Vol. 3. No. 10. pp. 2421-2429.
GOST all authors (up to 50)
Copy
Frasco D. A., Lilly C. P., Boyle P. D., Ison E. A. Cp*IrIII-Catalyzed Oxidative Coupling of Benzoic Acids with Alkynes // ACS Catalysis. 2013. Vol. 3. No. 10. pp. 2421-2429.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/cs400656q
UR - https://doi.org/10.1021/cs400656q
TI - Cp*IrIII-Catalyzed Oxidative Coupling of Benzoic Acids with Alkynes
T2 - ACS Catalysis
AU - Frasco, Daniel A
AU - Lilly, Cassandra P.
AU - Boyle, Paul D.
AU - Ison, Elon A
PY - 2013
DA - 2013/09/25
PB - American Chemical Society (ACS)
SP - 2421-2429
IS - 10
VL - 3
SN - 2155-5435
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2013_Frasco,
author = {Daniel A Frasco and Cassandra P. Lilly and Paul D. Boyle and Elon A Ison},
title = {Cp*IrIII-Catalyzed Oxidative Coupling of Benzoic Acids with Alkynes},
journal = {ACS Catalysis},
year = {2013},
volume = {3},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/cs400656q},
number = {10},
pages = {2421--2429},
doi = {10.1021/cs400656q}
}
Cite this
MLA
Copy
Frasco, Daniel A., et al. “Cp*IrIII-Catalyzed Oxidative Coupling of Benzoic Acids with Alkynes.” ACS Catalysis, vol. 3, no. 10, Sep. 2013, pp. 2421-2429. https://doi.org/10.1021/cs400656q.