79628-15-2Relevant academic research and scientific papers
Decatungstate as Direct Hydrogen Atom Transfer Photocatalyst for SOMOphilic Alkynylation
Capaldo, Luca,Ravelli, Davide
, p. 2243 - 2247 (2021/04/05)
A versatile approach for the alkynylation of a variety of aliphatic hydrogen donors, including alkanes, is reported. We used tetrabutylammonium decatungstate as photocatalyst to generate organoradicals from C-H/Si-H bonds via hydrogen atom transfer. The l
Catalytic Decarboxylation of Silyl Alkynoates to Alkynylsilanes
Aoyagi, Keiya,Choi, Jun-Chul,Kawatsu, Takahiro,Matsumoto, Kazuhiro,Nakajima, Yumiko,Sato, Kazuhiko
, (2020/09/15)
Herein, we describe a decarboxylative approach to the preparation of alkynylsilanes. Treatment of a silyl alkynoate in N,N-dimethylformamide (DMF) at 80 °C in the presence of catalytic amounts of CuCl and PCy3 produced the corresponding alkynylsilane in excellent yield. The copper-catalyzed decarboxylation proceeded smoothly with low catalyst loadings (0.5 mol % of CuCl and 1.0 mol % of PCy3) under mild reaction conditions and is easily scalable to gram quantities.
Et2Zn-mediated stoichiometric C(sp)-H silylation of 1-alkynes and chlorosilanes
Huang, Pan,Xu, Dawen,Reich, Robert M.,Kaiser, Felix,Liu, Boping,Kühn, Fritz E.
supporting information, p. 1574 - 1577 (2019/05/17)
A first example of an Et2Zn mediated silylation of 1-aklynes is reported. A series of functional groups are tolerated in this reaction. Mechanistic studies support Zn alkynilides as intermediates in the reaction. This reaction protocol provides a practical method for the preparation of alkynylsilanes and expands the application of organometallic zinc in organic synthesis.
Ru-Catalyzed Migratory Geminal Semihydrogenation of Internal Alkynes to Terminal Olefins
Song, Lijuan,Feng, Qiang,Wang, Yong,Ding, Shengtao,Wu, Yun-Dong,Zhang, Xinhao,Chung, Lung Wa,Sun, Jianwei
supporting information, p. 17441 - 17451 (2019/11/03)
Semihydrogenation of alkynes to alkenes represents a fundamentally useful transformation. In addition to the well-known cis- and trans-semihydrogenation, herein a geminal semihydrogenation of internal alkynes featuring 1,2-migration is described, which pr
Tuning the Selectivity of AuPd Nanoalloys towards Selective Dehydrogenative Alkyne Silylation
Wissing, Maren,Studer, Armido
supporting information, p. 5870 - 5874 (2019/03/21)
The cross-dehydrogenative coupling of terminal alkynes and hydrosilanes catalyzed by AuPd nanoalloys is described. Metal nanoparticles are readily prepared in 15 minutes from commercially available and cheap starting materials by using a photochemical app
Role of C, S, Se and P donor ligands in copper(i) mediated C-N and C-Si bond formation reactions
Srinivas, Katam,Prabusankar, Ganesan
, p. 32269 - 32282 (2018/09/29)
The first comparative study of C, S, Se and P donor ligands-supported copper(i) complexes for C-N and C-Si bond formation reactions are described. The syntheses and characterization of eight mononuclear copper(i) chalcogenone complexes, two polynuclear co
Alkali metal-hydroxide-catalyzed C(sp)-H Bond silylation
Toutov, Anton A.,Betz, Kerry N.,Schuman, David P.,Liu, Wen-Bo,Fedorov, Alexey,Stoltz, Brian M.,Grubbs, Robert H.
supporting information, p. 1668 - 1674 (2017/02/10)
Disclosed is a mild, scalable, and chemoselective catalytic cross-dehydrogenative C-H bond functionalization protocol for the construction of C(sp)-Si bonds in a single step. The scope of the alkyne and hydrosilane partners is substantial, providing an entry point into various organosilane building blocks and additionally enabling the discovery of a number of novel synthetic strategies. Remarkably, the optimal catalysts are NaOH and KOH.
BASE-CATALYZED SILYLATION OF TERMINAL ALKYNE C-H BONDS
-
Paragraph 0168; 0174; 0181, (2016/05/02)
The present invention is directed to a mild, efficient, and general direct C(sp)-H bond silylation. Various embodiments includes methods, each method comprising or consisting essentially of contacting at least one organic substrate comprising a terminal a
Synthesis and reactions of donor cyclopropanes: efficient routes to cis- and trans-tetrahydrofurans
Dunn, Jonathan,Dobbs, Adrian P.
, p. 7386 - 7414 (2015/08/24)
Abstract A detailed study on the synthesis and reactions of silylmethylcyclopropanes is reported. In their simplest form, these donor-only cyclopropanes undergo Lewis acid promoted reaction to give either cis- or trans-tetrahydrofurans, with the selectivity being reaction condition-dependant. The adducts themselves are demonstrated to be an important scaffold for structural diversification. The combination of a silyl-donor group in a donor-acceptor cyclopropane with novel acceptor groups is also discussed.
Iridium-promoted conversion of chlorosilanes to alkynyl derivatives in a one-pot reaction sequence
Kownacki, Ireneusz,Orwat, Bartosz,Marciniec, Bogdan
, p. 3051 - 3059 (2014/07/08)
By making use of the catalytic potential of the iridium system [{Ir(μ-Cl)(CO)2}2]/NEt(i-Pr)2 in the synthesis of silyl-functionalized alkynes via silylative coupling of terminal alkynes/diynes with iodosilanes, we propose
