50490-74-9

Upstream product

• 576-83-0 2,4,6-trimethylphenyl bromide 
• 5806-59-7 mesityllithium 
• 2633-66-1 2-mesitylmagnesium bromide 

Downstream Products

• 100327-82-0 1,1-Di-tert-butyl-2,2-dimesityldisilan 
• 149792-92-7 1,1-Dimesityl-2,2-bis-(2,4,6-triisopropylphenyl)disilan 
• 100694-07-3 dimesitylsilyllithium 
• 74864-45-2 1,1,2,2-tetramesityldisilane 
• 119106-07-9 dimesitylfluorosilane 
• 154587-86-7 1-Chlor-1,1-diphenyl-2,2-dimesityldisilan 
• 99798-82-0 bis(2,4,6-trimethyphenyl)silane 
• 154587-87-8 1,1,4,4-Tetramesityl-2,2,3,3-tetraphenyltetrasilan 
• 100420-55-1 1,1-Di-tert-butyl-1,2-dichlor-2,2-dimesityldisilane 
• 100694-06-2 1-t-butyl-2,2-dimesityldisilane 
• 100694-01-7 1-t-butyl-2,2-dimesityl-1,1,2-trichlorodisilane 
• 100694-03-9 1,3-di-t-butyl-2,2,4,4-tetramesityl-5-oxa-1,2,3,4-tetrasilabicyclo<1.1.1>pentane 
• 100694-04-0 cis-1,3-di-t-butyl-1,3-dichloro-2,2,4,4-tetramesitylcyclotetrasilane 
• 100694-02-8 1,4-di-t-butyl-3,3,5,5-tetramesityl-2,6-dioxa-1,3,4,5-tetrasilabicyclo<2.1.1>hexane 

Relevant academic research and scientific papers

Practical Gram-Scale Synthesis of Iboxamycin, a Potent Antibiotic Candidate

A gram-scale synthesis of iboxamycin, an antibiotic candidate bearing a fused bicyclic amino acid residue, is presented. A pivotal transformation in the route involves an intramolecular hydrosilylation-oxidation sequence to set the ring-fusion stereocenters of the bicyclic scaffold. Other notable features of the synthesis include a high-yielding, highly diastereoselective alkylation of a pseudoephenamine amide, a convergent sp3-sp2 Negishi coupling, and a one-pot transacetalization-reduction reaction to form the target compound's oxepane ring. Implementation of this synthetic strategy has provided ample quantities of iboxamycin to allow for its in vivo profiling in murine models of infection.

Base-catalyzed dehydrogenative Si-o coupling of dihydrosilanes: Silylene protection of diols

The direct dehydrogenative coupling of 1,3- and 1,4-diols and dihydrosilanes is efficiently catalyzed by CsO(10 mol%), cleanly affording six- and seven-membered 1,3-dioxo-2-silacycles with dihydrogen as the sole by-product. Conversely, 1,2-diols do not yield the expected 1,3-dioxo-2- silacyclopentanes, essentially forming cyclic disiloxanes instead. Aside from the synthetic convenience, the procedure itself is also useful for straight-forward diol derivatization prior to GLC analysis. Georg Thieme Verlag Stuttgart · New York.

Utilization of 1-Oxa-2,2-(dimesityl)silacyclopentane acetals in the stereoselective synthesis of polyols

We have developed a route for the stereoselective synthesis of 1-oxa-2,2-(dimesityl)silacyclopentane acetals, intermediates in the synthesis of highly functionalized 1,3-diols. This route involves a diastereoselective conjugate addition reaction of a hydrosilyl anion, a subsequent diastereoselective enolate alkylation, and a fluoride-catalyzed intramolecular hydrosilylation reaction to afford the oxasilacyclopentane acetal. A highly selective nucleophilic substitution reaction, followed by oxidation of the C-Si bond, leads to the desired polyol. Copyright

Synthesis and characterization of sterically hindered diarylsilanes containing 2,4,6-trimethylphenyl and 2,4,6-tris( trifluoromethyl) phenyl substituents. X-ray crystal structure of bisfluorosilane

Sterically hindered diarylsilanes have been prepared by two synthetic routes.Dimesitylsilane, Mes2SiH2 (1), (Mes = 2,4,6- trimethylphenyl) was synthesized by reaction of mesityl magnesium bromide with HSiCl3 followed by reduction with LiAlH4, or by reaction of mesityl magnesium bromide with (TfO)2SiH2.The mixed diaryl system, MesPhSiH2 (2), was prepared by reaction of (TfO)PhSiH2, with one equivalent of MesMgBr.Diarylsilanes containing the 2,4,6-tris(trifluoromethyl)phenyl substituent, RF, were prepared by reaction of HSiCl3 with 2 equivalents of RFLi to give (RF)2SiHF (3) through a Cl/F halogen exchange.Reduction of 3 with LiAlH4 afforded (RF)2SiH2 (4) which can also be prepared from RFLi and (TfO)2SiH2.All compounds have been characterized by multinuclear NMR, IR, mass spectrometry and chemical analyses.An X-ray crystallographic study of 3 shows that the immediate geometry about silicon is approximately tetrahedral with a C-Si-C angle of 115.8(1)deg.There are unusual intramolecular interactions in 3 with four short Si . . .F contacts with the ortho-CF3 substituents on the aromatic ring which results in an overall tetracapped tetrahedral geometry about silicon.Crystal data for 3 are as follows: monoclinic, P21/c, with a = 9.827(2) Angstroem, b =15.938(3) Angstroem, c =13.239(3) Angstroem, V = 2072.6(8) Angstroem3, Z = 4; and R = 0.0492 (Rw = 0.0535).The short intramolecular Si . . .F contacts are observed in solution for both 3 and 4 by 29Si NMR spectroscopy.Keywords: Silicon; Group 14; Aryl; Mesityl; Crystal structure; Hindered (bulky) ligands

Lineare Tetrasilane mit mittelstaendigen Substituenten-Oligosilane mit optischer Aktivitaet

The chiral tetrasilane 2,3-diphenyltetrasilane (2) is formed by the stepwise cleavage of Si-aryl bonds in appropriate aryltetrasilanes with HCl under pressure and subsequent reduction with LiAlH4.HPh2SiSiPh2SiPh2SiPh2H affords a mixture of conformers, whereas Mes2HSiSiPh2SiPh2SiHMes2, which is accessible from Mes2HSiLi and Ph2SiCl2, only yields 2 because mesityl groups proved to be much more reactive towards HCl than towards phenyl groups.Further reaction of 2 with HCl or HBr affords 2,3-dichlorotetrasilane (7) and 2,3-dibromotetrasilane (8).The diastereomers thatappear because of the presence of 2 asymmetric Si atoms in 2, 7 and 8, can be easily distinguished in NMR and GC/MS experiments.

Generation of silanimines by photolysis of hindered azidosilanes

Trimesitylazidosilane (1) and three new azidosilanes, Mes2Si(N3)SiPh2-t-Bu (2), Me2Si(N3)SiMes2-t-Bu (3) and i-Pr2Si(N3)SiMes2-t-Bu (4), were prepared and photolyzed at 254 nm.Compound 1 photolyzes in glassy 3-methylpentane (3-MP) at 77 K or in 3-MP solut

SILICIUM-VERBINDUNGEN MIT STARKEN INTRAMOLEKULAREN STERISCHEN WECHSELWIRKUNGEN X. NEUE WEGE ZU 1,3,2,4-DITHIADISILETANEN

2,2,4,4-Tetraorganyl-1,3,2,4-dithiadisiletanes containing bulky organyl groups are obtained by copyrolysis of the disilanes R3Si-SiR3 with sulfur or sulfur hexafluoride, or better by reaction of the disilanes R2HSi-SiHR2 (R=CH3, i-C3H7, cyclo-C6H11, t-C4H9) with sulfur.In the case of R=t-C4H9 a considerable amount of the t-butyl groups is isomerized to the less crowded isobutyl groups.Monomeric silathiones R2Si=S are not available by this route.The sulfur insertion reaction into 1,1-di-t-butyl-1-silacyclobutane yields 2,4-di-t-butyl-2,4-dipropyl-1,3,2,4-dithiadisiletane instead of the expected 1,1-di-t-butyl-1-sila-2-thiacyclopentane.The latter compound, however, results from the crown ether catalyzed cyclisation reaction of 3-bromopropyltrichlorosilane with Na2S followed by transalkylation with t-butyllithium.The iodosilanes R3SiI (R=i-C3H7, cyclo-C6H11) react with Na2S to give the corresponding hexaorganyldisilathianes in high yields.