Palladium-Catalyzed Cross-Coupling of Monochlorosilanes and Grignard Reagents
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Using a palladium catalyst supported by DrewPhos, the alkylation of monochlorosilanes with primary and secondary alkylmagnesium halides is now possible. Arylation with sterically demanding aromatic magnesium halides is also enabled. This transformation overcomes the high bond strength of the Si–Cl bond (113 kcal/mol) and is a rare example of a transition-metal catalyzed process involving its activation. Because of the availability of both chlorosilanes and organomagnesium halide reagents, this method allows for the preparation of a wide range of alkyl and aryl silanes.
Кључне речи:
alkylation / arylation / Grignard reagents / palladium / silaneИзвор:
ACS Catalysis, 2017, 7, 12, 8113-8117Издавач:
- American Chemical Society
Финансирање / пројекти:
- The University of Delaware, the National Science Foundation (CHE-1254360).
- The Delaware Economic 244 Development Office (Grant No. 16A00384).
- Gelest, Inc. 245 (Topper Grant Program).
- Research Corp. Cottrell 246 Scholars Program.
Напомена:
- Supplementary material: http://cherry.chem.bg.ac.rs/handle/123456789/3924
- This is the peer-reviewed version of the following article: Vulović, B.; Cinderella, A. P.; Watson, D. A. Palladium-Catalyzed Cross-Coupling of Monochlorosilanes and Grignard Reagents. ACS Catalysis 2017, 7 (12), 8113–8117. https://doi.org/10.1021/acscatal.7b03465
DOI: 10.1021/acscatal.7b03465
ISSN: 2155-5435
WoS: 000417230500009
Scopus: 2-s2.0-85036667778
Колекције
Институција/група
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Vulović, Bojan AU - Cinderella, Andrew P. AU - Watson, Donald A. PY - 2017 UR - https://cherry.chem.bg.ac.rs/handle/123456789/3925 AB - Using a palladium catalyst supported by DrewPhos, the alkylation of monochlorosilanes with primary and secondary alkylmagnesium halides is now possible. Arylation with sterically demanding aromatic magnesium halides is also enabled. This transformation overcomes the high bond strength of the Si–Cl bond (113 kcal/mol) and is a rare example of a transition-metal catalyzed process involving its activation. Because of the availability of both chlorosilanes and organomagnesium halide reagents, this method allows for the preparation of a wide range of alkyl and aryl silanes. PB - American Chemical Society T2 - ACS Catalysis T1 - Palladium-Catalyzed Cross-Coupling of Monochlorosilanes and Grignard Reagents VL - 7 IS - 12 SP - 8113 EP - 8117 DO - 10.1021/acscatal.7b03465 ER -
@article{ author = "Vulović, Bojan and Cinderella, Andrew P. and Watson, Donald A.", year = "2017", abstract = "Using a palladium catalyst supported by DrewPhos, the alkylation of monochlorosilanes with primary and secondary alkylmagnesium halides is now possible. Arylation with sterically demanding aromatic magnesium halides is also enabled. This transformation overcomes the high bond strength of the Si–Cl bond (113 kcal/mol) and is a rare example of a transition-metal catalyzed process involving its activation. Because of the availability of both chlorosilanes and organomagnesium halide reagents, this method allows for the preparation of a wide range of alkyl and aryl silanes.", publisher = "American Chemical Society", journal = "ACS Catalysis", title = "Palladium-Catalyzed Cross-Coupling of Monochlorosilanes and Grignard Reagents", volume = "7", number = "12", pages = "8113-8117", doi = "10.1021/acscatal.7b03465" }
Vulović, B., Cinderella, A. P.,& Watson, D. A.. (2017). Palladium-Catalyzed Cross-Coupling of Monochlorosilanes and Grignard Reagents. in ACS Catalysis American Chemical Society., 7(12), 8113-8117. https://doi.org/10.1021/acscatal.7b03465
Vulović B, Cinderella AP, Watson DA. Palladium-Catalyzed Cross-Coupling of Monochlorosilanes and Grignard Reagents. in ACS Catalysis. 2017;7(12):8113-8117. doi:10.1021/acscatal.7b03465 .
Vulović, Bojan, Cinderella, Andrew P., Watson, Donald A., "Palladium-Catalyzed Cross-Coupling of Monochlorosilanes and Grignard Reagents" in ACS Catalysis, 7, no. 12 (2017):8113-8117, https://doi.org/10.1021/acscatal.7b03465 . .