Interrogating Pd(II) Anion Metathesis Using a Bifunctional Chemical Probe: A Transmetalation Switch
JOHN C. MOLLOY
1
,
Ciaran P Seath
1
,
Matthew J West
1
,
Calum Mclaughlin
1
,
Neal J Fazakerley
2
,
M R Kennedy
1
,
D J Nelson
1
,
Publication type: Journal Article
Publication date: 2017-12-22
scimago Q1
wos Q1
SJR: 5.554
CiteScore: 22.5
Impact factor: 15.6
ISSN: 00027863, 15205126
PubMed ID:
29257859
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Abstract
Ligand metathesis of Pd(II) complexes is mechanistically essential for cross-coupling. We present a study of halide→OH anion metathesis of (Ar)PdII complexes using vinylBPin as a bifunctional chemical probe with Pd(II)-dependent cross-coupling pathways. We identify the variables that profoundly impact this event and allow control to be leveraged. This then allows control of cross-coupling pathways via promotion or inhibition of organoboron transmetalation, leading to either Suzuki-Miyaura or Mizoroki-Heck products. We show how this transmetalation switch can be used to synthetic gain in a cascade cross-coupling/Diels-Alder reaction, delivering borylated or non-borylated carbocycles, including steroid-like scaffolds.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
4
5
|
|
|
Journal of the American Chemical Society
5 publications, 10.64%
|
|
|
ACS Catalysis
4 publications, 8.51%
|
|
|
European Journal of Organic Chemistry
3 publications, 6.38%
|
|
|
Angewandte Chemie
3 publications, 6.38%
|
|
|
Angewandte Chemie - International Edition
3 publications, 6.38%
|
|
|
Journal of Organic Chemistry
3 publications, 6.38%
|
|
|
Organic and Biomolecular Chemistry
3 publications, 6.38%
|
|
|
Chemistry - A European Journal
2 publications, 4.26%
|
|
|
Organic Letters
2 publications, 4.26%
|
|
|
Synlett
2 publications, 4.26%
|
|
|
Beilstein Journal of Organic Chemistry
1 publication, 2.13%
|
|
|
Pharmaceuticals
1 publication, 2.13%
|
|
|
Catalysts
1 publication, 2.13%
|
|
|
Tetrahedron
1 publication, 2.13%
|
|
|
Sustainable Chemistry and Pharmacy
1 publication, 2.13%
|
|
|
ChemCatChem
1 publication, 2.13%
|
|
|
Israel Journal of Chemistry
1 publication, 2.13%
|
|
|
ACS Macro Letters
1 publication, 2.13%
|
|
|
Green Chemistry
1 publication, 2.13%
|
|
|
Organic Process Research and Development
1 publication, 2.13%
|
|
|
Organic Reaction Mechanisms
1 publication, 2.13%
|
|
|
Chinese Journal of Chemistry
1 publication, 2.13%
|
|
|
Molecules
1 publication, 2.13%
|
|
|
Nature Reviews Chemistry
1 publication, 2.13%
|
|
|
Coordination Chemistry Reviews
1 publication, 2.13%
|
|
|
Asian Journal of Organic Chemistry
1 publication, 2.13%
|
|
|
1
2
3
4
5
|
Publishers
|
2
4
6
8
10
12
14
16
|
|
|
American Chemical Society (ACS)
16 publications, 34.04%
|
|
|
Wiley
16 publications, 34.04%
|
|
|
Royal Society of Chemistry (RSC)
4 publications, 8.51%
|
|
|
MDPI
3 publications, 6.38%
|
|
|
Elsevier
3 publications, 6.38%
|
|
|
Georg Thieme Verlag KG
2 publications, 4.26%
|
|
|
Beilstein-Institut
1 publication, 2.13%
|
|
|
Springer Nature
1 publication, 2.13%
|
|
|
2
4
6
8
10
12
14
16
|
- 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
47
Total citations:
47
Citations from 2024:
8
(17%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
MOLLOY J. C. et al. Interrogating Pd(II) Anion Metathesis Using a Bifunctional Chemical Probe: A Transmetalation Switch // Journal of the American Chemical Society. 2017. Vol. 140. No. 1. pp. 126-130.
GOST all authors (up to 50)
Copy
MOLLOY J. C., Seath C. P., West M. J., Mclaughlin C., Fazakerley N. J., Kennedy M. R., Nelson D. J., Watson A. J. B. Interrogating Pd(II) Anion Metathesis Using a Bifunctional Chemical Probe: A Transmetalation Switch // Journal of the American Chemical Society. 2017. Vol. 140. No. 1. pp. 126-130.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/jacs.7b11180
UR - https://doi.org/10.1021/jacs.7b11180
TI - Interrogating Pd(II) Anion Metathesis Using a Bifunctional Chemical Probe: A Transmetalation Switch
T2 - Journal of the American Chemical Society
AU - MOLLOY, JOHN C.
AU - Seath, Ciaran P
AU - West, Matthew J
AU - Mclaughlin, Calum
AU - Fazakerley, Neal J
AU - Kennedy, M R
AU - Nelson, D J
AU - Watson, Allan J. B.
PY - 2017
DA - 2017/12/22
PB - American Chemical Society (ACS)
SP - 126-130
IS - 1
VL - 140
PMID - 29257859
SN - 0002-7863
SN - 1520-5126
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2017_MOLLOY,
author = {JOHN C. MOLLOY and Ciaran P Seath and Matthew J West and Calum Mclaughlin and Neal J Fazakerley and M R Kennedy and D J Nelson and Allan J. B. Watson},
title = {Interrogating Pd(II) Anion Metathesis Using a Bifunctional Chemical Probe: A Transmetalation Switch},
journal = {Journal of the American Chemical Society},
year = {2017},
volume = {140},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/jacs.7b11180},
number = {1},
pages = {126--130},
doi = {10.1021/jacs.7b11180}
}
Cite this
MLA
Copy
MOLLOY, JOHN C., et al. “Interrogating Pd(II) Anion Metathesis Using a Bifunctional Chemical Probe: A Transmetalation Switch.” Journal of the American Chemical Society, vol. 140, no. 1, Dec. 2017, pp. 126-130. https://doi.org/10.1021/jacs.7b11180.
Profiles