1104-93-4Relevant academic research and scientific papers
Synthesis of Structurally Varied 1,3-Disiloxanediols and Their Activity as Anion-Binding Catalysts
Diemoz, Kayla M.,Wilson, Sean O.,Franz, Annaliese K.
, p. 18349 - 18353 (2016)
A series of new 1,3-disiloxanediols has been synthesized, including naphthyl-substituted and unsymmetrical siloxanes, and demonstrated as a new class of anion-binding catalysts. In the absence of anions, diffusion-ordered spectroscopy (DOSY) displays self-association of 1,3-disiloxanediols through hydrogen-bonding interactions. Binding constants determined for 1,3-disiloxanediol catalysts indicate strong hydrogen-bonding and anion-binding abilities with unsymmetrical siloxanes displaying different hydrogen-bonding abilities for each silanol group.
Synthesis and structure of syn,anti,syn-pentacyclic ladder oligomethylsilsesquioxane
Seki, Hiroyasu,Abe, Noritaka,Abe, Yoshimoto,Gunji, Takahiro
, p. 722 - 723 (2011)
Novel pentacyclic ladder oligomethylsilsesquioxane was synthesized using cis,trans,cis-[MeSi(NCO)O]4 as a building block. This compound was isolated in 13% yield by reprecipitation from the reaction mixture. X-ray crystallography revealed that pentacyclic rings assume a syn,anti,syn- configuration, resulting in the tube-like structure.
Oligosiloxanediols as building blocks for supra-molecular chemistry: Hydrogen-bonded adducts with amines form supramolecular structures in zero, one and two dimensions
O'Leary, Brian,Spalding, Trevor R.,Ferguson, George,Glidewell, Christopher
, p. 273 - 286 (2000)
The structure of 1,1,3,3,5,5-hexaphenyltrisiloxane-1,5-diol-pyrazine (4/1), (C36H32O4Si3) 4·C4H4N2 (1), contains finite centrosymmetric aggregates; the diol units form dimers, by means of O-H...O hydrogen bonds, and pairs of such dimers are linked to the pyrazine by means of O-H...N hydrogen bonds. In 1,1,3,3,5,5-hexaphenyltrisiloxane-1,5-diol-pyridine (2/3), (C36H32O4Si3) 2·(C5H5N)3 (2), the diol units are linked into centrosymmetric pairs by means of disordered O-H...O hydrogen bonds: two of the three pyridine molecules are linked to the diol dimer by means of ordered O-H...N hydrogen bonds, while the third pyridine unit, which is disordered across a centre of inversion, links the diol dimers into a C33(9) chain by means of O-H...N and C-H...O hydrogen bonds. In 1,1,3,3-tetraphenyldisiloxane-1,3-diol-hexamethylenetetramine (1/1), (C24H22O3Si2)·C 6H12N4 (3), the diol acts as a double donor and the hexamethylene-tetramine acts as a double acceptor in ordered O-H...N hydrogen bonds and the structure consists of C22(10) chains of alternating diol and amine units. In 1,1,3,3-tetraphenyldisiloxane-1,3-diol-2,2′-bipyridyl (1/1), C24H22O3Si2·C 10H8N2 (4), there are two independent diol molecules, both lying across centres of inversion and therefore both containing linear Si-O-Si groups: each diol acts as a double donor of hydrogen bonds and the unique 2,2′-bipyridyl molecule acts as a double acceptor, thus forming C22(11) chains of alternating diol and amine units. The structural motif in 1,1,3,3-tetraphenyldisiloxane-1,3-diol-pyrazine (2/1), (C24H22O3Si2) 2·-C4H4N2 (5), is a chain-of-rings: pairs of diol molecules are linked by O-H...O hydrogen bonds into centrosymmetric R22(12) dimers and these dimers are linked into C22(13) chains by means of O-H...N hydrogen bonds to the pyrazine units. 1,1,3,3-Tetraphenyldisiloxane-1,3-diol-pyridine (1/1), C24H22-O3Si2·C 5H5N (6), and 1,1,3,3-tetraphenyldisiloxane-1,3-diol-pyrimidine (1/1), C24H22O3Si2·C 4H4N2 (7), are isomorphous: in each compound the amine unit is disordered across a centre of inversion. The diol molecules form C(6) chains, by means of disordered O-H...O hydrogen bonds, and these chains are linked into two-dimensional nets built from R66(26) rings, by a combination of O-H...N and C-H...O hydrogen bonds.
The structure of 1,1,3,3,5,5-hexaphenyl-1,3,5-trisiloxane-1,5-diol
Behbehani, H.,Brisdon, B. J.,Mahon, M. F.,Molloy, K. C.,Mazhar, M.
, p. 41 - 46 (1993)
1,1,3,3,5,5-Hexaphenyl-1,3,5-trisiloxane-1,5-diol has an approximately planar, eight-membered Si3O4H ring structure, in which cyclization is achieved through an O-H...O hydrogen bond.In addition, adjacent molecules dimerize through an eight-membered H4O4 ring to yield a stepped tricyclic array.
A catalytic study of water dispersed gold nanoparticles for the hydrolytic oxidation of diorganosilanes-: En route formation of a Pickering catalyst and synthesis of tetraorganodisiloxane-1,3-diols
Shankar, Ravi,Mahavar, Nidhi
supporting information, p. 16633 - 16637 (2020/12/18)
Water-dispersed gold nanoparticles decorated with an amphiphilic cyclotetrasiloxane scaffold hold promise for the catalytic transformation of diorganosilanes to tetraorganodisiloxane-1,3-diols, (RR1SiOH)2O [R = Me or Ph R1 = Ph, cyclo-Hex] via en route formation of a Pickering emulsion. The recognition ability of these compounds toward Cl- ions reveals 2?:?1 receptor-anion complexation.
Cyclic Platina(borasiloxane)s and Platina(siloxane)s and Their Chemical Properties
Noda, Hiroki,Tanaka, Kimiya,Tanabe, Makoto,Osakada, Kohtaro
, p. 22 - 29 (2018/01/17)
[Pt(SiHPh2)2(dmpe)] (dmpe = 1,2-bis(dimethylphosphino)ethane) reacts with arylboronic acids to produce six-membered platinacycles [Pt(SiPh2-O-BAr-O-SiPh2)(dmpe)] (Ar = C6H4-4-COMe (1a), C6H4-4-CF3 (1b)). X-ray crystallography of 1a revealed the structure having a planar six-membered ring, composed of Pt, O, B, and Si atoms. Reaction of H2O with [Pt(SiHPh2)2(dmpe)] formed a four-membered cyclic complex, [Pt(SiPh2-O-SiPh2)(dmpe)] (2), which was observed in the initial reaction mixture of 4-acetylphenylboronic acid with [Pt(SiHPh2)2(dmpe)]. Exposure of solutions of [Pt(SiHPh2)2(dmpe)] and of [Pt(SiHAr2)2(PMe3)2] (Ar = Ph, C6H4-4-Me) to air resulted in the formation of the cyclic platina(siloxane)s, [Pt(O-SiPh2-O-SiPh2-O)(dmpe)] (3) and [Pt(O-SiAr2-O-SiAr2-O)(PMe3)2] (4: Ar = Ph; 5: Ar = C6H4-4-Me), respectively. The six-membered platina(borasiloxane) 1a reacts with H2GePh2 and with CF3CO2H to release the cyclic borasiloxanes as the products. The former reaction affords [Pt(GeHPh2)2(dmpe)], while the latter produces [Pt(OCOCF3)2(dmpe)] as the Pt-containing products. A similar reaction of HCl with platina(siloxane) 4 gives a disiloxanediol via cleavage of the Pt-O bonds. Complex 4 reacts with H2SiPh2 to form a triplatinum complex, [{Pt(PMe3)}3(μ-SiPh2)3] (15), which is obtained under milder conditions than the previously reported reaction starting from [Pt(SiHPh2)2(PMe3)2].
Stereochemistry of the reaction of cis,trans,cis-2,4,6,8-tetraisocyanato-2, 4,6,8-tetramethylcyclotetrasiloxane with triphenylsilanol and 1,1,3,3-tetraphenyldisiloxane-1,3-diol
Seki, Hiroyasu,Abe, Yoshimoto,Gunji, Takahiro
experimental part, p. 846 - 851 (2011/03/21)
All-cis-2,4,6,8-tetramethyl-2,4,6,8-tetrakis(triphenylsiloxy) cyclotetrasiloxane (4) and syn-1,3,9,11-tetramethyl-5,5,7,7,13,13,15,15- octaphenyltricyclo[9.5.1.13,9]octasiloxane (5) were synthesized by the reaction of cis,trans,cis-[MeSi(NCO)O]4 (1) with Ph 3SiOH (2) and [Ph2Si(OH)]2O (3), respectively, in the presence of pyridine for the sake of investigating the synthesis of ladder polysilsesquioxanes with perfect siloxane frameworks. Their stereostructures were confirmed by nuclear magnetic resonance spectra and X-ray crystallography, which revealed that 4 and 5 did not retain the stereostructure of the precursor 1. This result was caused by the racemization of 1 with pyridine, and a subsequent nucleophilic substitution reaction of 1 with 2 or 3, including inversion and retention of the configuration at the silicon atoms.
Silanediol hydrogen bonding activation of carbonyl compounds
Tran, Ngon T.,Min, Taewoo,Franz, Annaliese K.
supporting information; experimental part, p. 9897 - 9900 (2011/10/09)
Geo-inspired activation: The first example of silanediols activating amide and aldehyde substrates through hydrogen bonding is described. Both NMR and X-ray co-crystallization studies demonstrate binding modes and affinity, and show that silanediol hydrogen-bonding assemblies can be modulated by the addition of carbonyl compounds. These silanols show catalysis in a Diels-Alder reaction and provide insight into the design of new organocatalysts (see figure). Copyright
