1899-74-7Relevant academic research and scientific papers
Selective C-O Bond Reduction and Borylation of Aryl Ethers Catalyzed by a Rhodium-Aluminum Heterobimetallic Complex
Hara, Naofumi,Nakao, Yoshiaki,Saito, Teruhiko,Seki, Rin
supporting information, p. 6388 - 6394 (2021/05/31)
We report the catalytic reduction of a C-O bond and the borylation by a rhodium complex bearing an X-Type PAlP pincer ligand. We have revealed the reaction mechanism based on the characterization of the reaction intermediate and deuterium-labeling experiments. Notably, this novel catalytic system shows steric-hindrance-dependent chemoselectivity that is distinct from conventional Ni-based catalysts and suggests a new strategy for selective C-O bond activation by heterobimetallic catalysis.
Fluoroalkylselenolation of Alkyl Silanes/Trifluoroborates under Metal-Free Visible-Light Photoredox Catalysis
Ghiazza, Clément,Khrouz, Lhoussain,Billard, Thierry,Monnereau, Cyrille,Tlili, Anis
supporting information, p. 1559 - 1566 (2019/11/03)
Herein a metal-free fluoroalkylselenolation of alkylsilanes as well as potassium alkyltrifluoroborates under visible light photocatalysis is disclosed. The developed methodologies are performed under mild conditions, room temperature in the presence of an organic photocatalyst and blue LED irradiation. Mechanistic investigations including luminescence and EPR spectroscopy allow us to shed light on both mechanisms.
DTBB-catalysed lithiation of chlorinated benzylic chlorides, alcohols, thiols or amines
Gomez, Cecilia,Huerta, Fernando F.,Yus, Miguel
, p. 1853 - 1866 (2007/10/03)
The reaction of chlorinated benzyl chlorides (I) with an excess of lithium powder and a catalytic amount of DTBB (4 mol %) in the presence of different electrophiles [Pr(i)CHO, Bu(t)CHO, Et2CO, (CH2)5CO, PhCOMe, Me3/
Lithiated benzyllithiums from chlorobenzyl chlorides by a DTBB-catalysed lithiation
Gomez, Cecilia,Huerta, Fernando F.,Yus, Miguel
, p. 687 - 690 (2007/10/03)
The reaction of 2-, 3- or 4-chlorobenzyl chlorides (1a-c) with an excess of lithium and a catalytic amount of DTBB (7 mol%) in the presence of different electrophiles [Pr(i)CHO, Bu(t)CHO, Et2CO, (CH2)5CO, PhCOMe, Me3SiCl] in THF at -50°C leads after hydrolysis with water, to the expected dioles or disilylated compounds 2aa-2cf.
Electrochemical Synthesis of (α-Halobenzyl)silanes and Benzyl Disilanes
Fry, Albert J.,Touster, Jonathan
, p. 4829 - 4832 (2007/10/02)
Electrochemical reduction of a series of substituted benzal chlorides (4) in dimethylformamide containing excess chlorotrimetylsilane affords (α-chlorobenzyl)trimetylsilanes (5) or benzal (geminal) disilanes (6), depending upon experimental conditions.Benzal bromide (13) is reducted to (α-bromobenzyl)trimetylsilane (14) cleanly and in high yield without subsequent conversion to the geminal disilane 6a, apparently because of electrode passivation by bromide ion.The reaction are conveniently carried out at constant current in an undivided cell containing a stainless steel cathode and sacrificial magnesium anode.
Borylation of Arylsilanes, I. - A General, Easy, and Selective Access to Phenyldihaloboranes
Kaufmann, Dieter
, p. 853 - 854 (2007/10/02)
Upon treatment with trihaloboranes 2b-d the phenyltrimethylsilanes 1,6,8, and 10 yield the corresponding phenyldihaloboranes 3, 7, 9, and 11 with high selectivity.Benzylsilanes are not attacked.
