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Title: Computed thermodynamic stabilities of silylium Lewis base adducts

Journal Article · · Organic and Biomolecular Chemistry
DOI:https://doi.org/10.1039/c8ob00354h· OSTI ID:1540069

We report a computational study of the transfer of silylium from phosphine to heteroatom containing Lewis bases including ethers, phosphines, and amines.

Research Organization:
Univ. of North Carolina, Chapel Hill, NC (United States)
Sponsoring Organization:
USDOE Office of Science (SC)
DOE Contract Number:
FG02-05ER15630
OSTI ID:
1540069
Journal Information:
Organic and Biomolecular Chemistry, Vol. 16, Issue 13; ISSN 1477-0520
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English

References (26)

Silylium ions in catalysis journal January 2010
The Silylium Ion Problem, R 3 Si + . Bridging Organic and Inorganic Chemistry journal June 1998
“Tamed” Silylium Ions: Versatile in Catalysis journal March 2012
Lewis acid enhancement by hydrogen-bond donors for asymmetric catalysis journal November 2017
Mechanistic Aspects of Bond Activation with Perfluoroarylboranes journal December 2011
Direct observation of a borane–silane complex involved in frustrated Lewis-pair-mediated hydrosilylations journal September 2014
Phosphines as Silylium Ion Carriers for Controlled C–O Deoxygenation: Catalyst Speciation and Turnover Mechanisms journal October 2017
A unified survey of Si–H and H–H bond activation catalysed by electron-deficient boranes journal January 2015
Electrophilic Activation of Silicon-Hydrogen Bonds in Catalytic Hydrosilations journal January 2017
Metal-Free Deoxygenation of Carbohydrates journal January 2014
Chemoselective conversion of biologically sourced polyols into chiral synthons journal June 2015
Diastereoselective B(C 6 F 5 ) 3 -Catalyzed Reductive Carbocyclization of Unsaturated Carbohydrates journal August 2016
Positional Selectivity in the Hydrosilylative Partial Deoxygenation of Disaccharides by Boron Catalysts journal November 2017
A Novel B(C 6 F 5 ) 3 -Catalyzed Reduction of Alcohols and Cleavage of Aryl and Alkyl Ethers with Hydrosilanes journal September 2000
B(C 6 F 5 ) 3 -Catalyzed Hydrosilation of Imines via Silyliminium Intermediates journal November 2000
B(C 6 F 5 ) 3 -Catalyzed Reduction of Ketones and Imines Using Silicon-Stereogenic Silanes: Stereoinduction by Single-Point Binding journal October 2009
Enantioselective Hydrosilylation with Chiral Frustrated Lewis Pairs journal March 2012
Chemoselective Reduction of Tertiary Amides to Amines Catalyzed by Triphenylborane journal October 2016
Late-stage chemoselective functional-group manipulation of bioactive natural products with super-electrophilic silylium ions journal September 2017
Long-range corrected hybrid density functionals with damped atom–atom dispersion corrections journal January 2008
Self—Consistent Molecular Orbital Methods. XII. Further Extensions of Gaussian—Type Basis Sets for Use in Molecular Orbital Studies of Organic Molecules journal March 1972
Electrostatic interaction of a solute with a continuum. A direct utilizaion of AB initio molecular potentials for the prevision of solvent effects journal February 1981
Silyl Chalconium Ions: Synthesis, Structure and Application in Hydrodefluorination Reactions journal June 2017
Iridium-Catalyzed Hydrosilylative Reduction of Glucose to Hexane(s) journal January 2013
Reductive Cleavage of Glycosides, Stereochemistry of Trapping of Cyclic Oxonium Ions journal January 1983
Establishing the Hydride Donor Abilities of Main Group Hydrides journal May 2015

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