18291-61-7Relevant academic research and scientific papers
1,2-Hydroboration of alkyn-1-yldichlorosilanes using triethylborane
Wrackmeyer, Bernd,Khan, Ezzat,Milius, Wolfgang
experimental part, p. 1267 - 1275 (2009/06/20)
Triethylborane, BEt3, can act as a 1,2-hydroborating reagent towards alkyn-1-ylsilanes, depending on the nature of the silane. A mechanism is proposed invoking hydrogen transfer from the β-carbon of one ethyl group, quite different from the 1,2-hydroboration mechanism using tri-n-propylborane, BnPr3. The structure of the products has been confirmed by comparison with that obtained using 9-borabicyclo[3.3.1]nonane, 9-BBN, as a well established 1,2-hydroborating reagent. All products have been characterized by a consistent set of NMR data (1H, 11B, 13C and 29Si NMR). The molecular structure of (Z)-1-dichlorosilyl-1-[9- (9-borabicyclo[3.3.1]nonyl)]-2-phenylethene has been determined by single crystal X-ray diffraction.
1,2-Hydroboration of alkyn-1-yl(chloro)silanes: Alkenes bearing chlorosilyl and dialkylboryl groups in geminal positions
Wrackmeyer, Bernd,Khan, Ezzat,Kempe, Rhett
, p. 75 - 81 (2008/03/13)
The 1,2-hydroboration of various alkyn-1-yl(chloro)silanes (3-7), derived from 1-hexyne (a) and ethynylbenzene (b),using 9-borabicyclo[3.3.1]nonane, 9-BBN, affords selectively alkene derivatives in which the dialkylboryl and chlorosilyl groups are in gemi
1,1- and 1,2-allylboration of alkyn-1-ylsilanes bearing Si-H functions. Electron-deficient Si-H-B bridges, and intramolecular hydrosilylation
Wrackmeyer, Bernd,Tok, Oleg L.
, p. 243 - 251 (2007/10/03)
The reactions of n-hexyn-1-ylsilanes or arylethyn-1-ylsilanes, bearing methyl groups and one (2), two (3) or three hydride functions (4) at the silicon atom, with triallylborane 1 lead primarily to products of 1,1- or 1,2-allylboration. In the alkenes (5,
Base cleavage of R-SiMen(OMe)3-n bonds (R m-ClC6H4CH2, PhC, or Cl2CH) and alkoxy exchange in RSiMen(OMe)3-n (R = m-ClC6H4CH2)
Chmielecka, Jadwiga,Chojnowski, Julian,Eaborn, Colin,Stanczyk, Wlodzimierz A.
, p. 1779 - 1784 (2007/10/02)
The rates of cleavage of R-SiMen(OMe)3-n bonds (n = 0-3) in NaOMe-MeOH have been measured for R = (i) -ClC6H4CH2, (ii) Ph, and (iii) Cl2CH.The relative reactivities as n is varied in the sequence 3, 2, 1, 0 within each series are: (i) 1,7.2, 2.7, 0.13; (ii) 1, 27, 24, 5.5; (iii) 1, 38, 93, 29.These reactivity variations are discussed in terms of opposition between the rate-enhancing polar effects of the OMe groups and a unusual type of steric affect which arises on introduction of OMe in place of Me.The rates of replacement of one OMe group of m-ClC6H4CH2Men(OMe)3-n by an OEt group in EtOH containing a base have also been measured; in this case the rates rise progressively with the value of n, the relative reactivities for n = 2,1, and 0 being 1, 4.4, and 27, respectively.
