Design of a Versatile and Improved Precatalyst Scaffold for Palladium-Catalyzed Cross-Coupling: (η3-1-tBu-indenyl)2(μ-Cl)2Pd2
Patrick R Melvin
1
,
Ainara Nova
2
,
David Balcells
2
,
Wei Dai
1
,
Nilay Hazari
1
,
Damian P Hruszkewycz
1
,
Hemali P. Shah
1
,
Matthew T Tudge
3
3
Department
of Process
Chemistry, Merck Research Laboratories, Rahway, New Jersey 07065, United States
|
Тип публикации: Journal Article
Дата публикации: 2015-05-19
scimago Q1
wos Q1
БС1
SJR: 3.782
CiteScore: 19.5
Impact factor: 13.1
ISSN: 21555435
General Chemistry
Catalysis
Краткое описание
We describe the development of (η3-1-tBu-indenyl)2(μ-Cl)2Pd2, a versatile precatalyst scaffold for Pd-catalyzed cross-coupling. Our new system is more active than commercially available (η3-cinnamyl)2(μ-Cl)2Pd2 and is compatible with a range of NHC and phosphine ligands. Precatalysts of the type (η3-1-tBu-indenyl)Pd(Cl)(L) can either be isolated through the reaction of (η3-1-tBu-indenyl)2(μ-Cl)2Pd2 with the appropriate ligand or generated in situ, which offers advantages for ligand screening. We show that the (η3-1-tBu-indenyl)2(μ-Cl)2Pd2 scaffold generates highly active systems for a number of challenging cross-coupling reactions. The reason for the improved catalytic activity of systems generated from the (η3-1-tBu-indenyl)2(μ-Cl)2Pd2 scaffold compared to (η3-cinnamyl)2(μ-Cl)2Pd2 is that inactive PdI dimers are not formed during catalysis.
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ГОСТ
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Melvin P. R. et al. Design of a Versatile and Improved Precatalyst Scaffold for Palladium-Catalyzed Cross-Coupling: (η3-1-tBu-indenyl)2(μ-Cl)2Pd2 // ACS Catalysis. 2015. Vol. 5. No. 6. pp. 3680-3688.
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Melvin P. R., Nova A., Balcells D., Dai W., Hazari N., Hruszkewycz D. P., Shah H. P., Tudge M. T. Design of a Versatile and Improved Precatalyst Scaffold for Palladium-Catalyzed Cross-Coupling: (η3-1-tBu-indenyl)2(μ-Cl)2Pd2 // ACS Catalysis. 2015. Vol. 5. No. 6. pp. 3680-3688.
Цитировать
RIS
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TY - JOUR
DO - 10.1021/acscatal.5b00878
UR - https://doi.org/10.1021/acscatal.5b00878
TI - Design of a Versatile and Improved Precatalyst Scaffold for Palladium-Catalyzed Cross-Coupling: (η3-1-tBu-indenyl)2(μ-Cl)2Pd2
T2 - ACS Catalysis
AU - Melvin, Patrick R
AU - Nova, Ainara
AU - Balcells, David
AU - Dai, Wei
AU - Hazari, Nilay
AU - Hruszkewycz, Damian P
AU - Shah, Hemali P.
AU - Tudge, Matthew T
PY - 2015
DA - 2015/05/19
PB - American Chemical Society (ACS)
SP - 3680-3688
IS - 6
VL - 5
SN - 2155-5435
ER -
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BibTex (до 50 авторов)
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@article{2015_Melvin,
author = {Patrick R Melvin and Ainara Nova and David Balcells and Wei Dai and Nilay Hazari and Damian P Hruszkewycz and Hemali P. Shah and Matthew T Tudge},
title = {Design of a Versatile and Improved Precatalyst Scaffold for Palladium-Catalyzed Cross-Coupling: (η3-1-tBu-indenyl)2(μ-Cl)2Pd2},
journal = {ACS Catalysis},
year = {2015},
volume = {5},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/acscatal.5b00878},
number = {6},
pages = {3680--3688},
doi = {10.1021/acscatal.5b00878}
}
Цитировать
MLA
Скопировать
Melvin, Patrick R., et al. “Design of a Versatile and Improved Precatalyst Scaffold for Palladium-Catalyzed Cross-Coupling: (η3-1-tBu-indenyl)2(μ-Cl)2Pd2.” ACS Catalysis, vol. 5, no. 6, May. 2015, pp. 3680-3688. https://doi.org/10.1021/acscatal.5b00878.