34716-91-1

Upstream product

• 14690-66-5 manganese(III) chloride 
• 603-36-1 triphenylantimony 
• 10545-99-0 sulfur dichloride 
• 75318-43-3 4,5-dichloro-1,2,3-dithiazolium chloride 
• 7440-36-0 antimony 
• 100-34-5 benzene diazonium chloride 
• 7784-34-1 arsenic trichloride 
• 10025-67-9 disulfur dichloride 
• 7787-60-2 bismuth(III) chloride 
• 10026-04-7 tetrachlorosilane 
• 10025-91-9 antimony(III) chloride 
• 603-33-8 triphenylbismuthane 
• 7646-78-8 tin(IV) chloride 
• 10026-07-0 tellurium tetrachloride 

Downstream Products

• 1955-39-1 5-phenyl-3H-furan-2-one 
• 4192-77-2 ethyl cinnamate 
• 768-03-6 Phenyl vinyl ketone 
• 7338-94-5 1,3-diphenyl-2-propynone 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 92-52-4 biphenyl 
• 103-26-4 methyl cinnamate 
• 603-36-1 triphenylantimony 
• 10038-98-9 germaniumtetrachloride 
• 12083-48-6 bis(cyclopentadienyl)vanadium dichloride 
• 19638-17-6 tetraphenylantimony(V) chloride 
• 78989-69-2 (CH₃(C₆H₄))3Sb(ONCH(C₄H₃O))2 
• 78989-76-1 (C₆H₅)3Sb(ONCH(C₄H₃O))2 
• 75392-04-0 bis(diethylketoximato)triphenylantimony(V) 

Relevant academic research and scientific papers

Phenylation of Antimony(V) Organic Compounds with Pentaphenylantimony. The Structure of Tetraphenylantimony Chloride

Tetraphenylantimony chloride and bromide were synthesized through the reaction of pentaphenylantimony with diphenylantimony trichloride or tribromide taken at a molar ratio of 2:1 in toluene. When the initial compounds were taken at a molar ratio of 1:1, triphenylantimony dichloride or dibromide was formed. The phenylation of triphenylantimony sulfate with pentaphenylantimony yielded tetraphenylantimony sulfate. According to the X-ray diffraction data, the antimony atom in the tetraphenylantimony chloride molecule has a distorted trigonal bipyramidal configuration with the chlorine atom in the axial position. The Sb-Cl distance is equal to 2.686(1) and Sb-C distances are equal to 2.113(4) and 2.165(4) A (av. 2.130 A).

Establishing the coordination chemistry of antimony(v) Cations: Systematic assessment of Ph4Sb(OTf) and Ph3Sb(OTf)2 as Lewis acceptors

The coordination chemistry of the stiboranes Ph4Sb(OTf) (1 a, OTf = OSO2CF3) and Ph3Sb(OTf)2 (3) with Lewis bases has been investigated. The significant steric encumbrance of the Sb center in 1 a precludes interaction with most ligands, but the relatively low steric demands of 4-methylpyridine-N-oxide (OPyrMe) and OPMe3 enabled the characterization of [Ph4Sb(OPyrMe)][OTf] (2 a) and [Ph4Sb(OPMe3)][OTf] (2 b), rare examples of structurally characterized complexes of stibonium acceptors. In contrast, 3 was found to engage a variety of Lewis bases, forming stable isolable complexes of the form [Ph3Sb(donor)2][OTf]2 [donor=OPMe3 (6 a), OPCy3 (6 b, Cy=cyclohexyl), OPPh3 (6 c), OPyrMe (6 d)], [Ph3Sb(dmap)2(OTf)][OTf] (6 e, dmap=4-(dimethylamino)pyridine) and [Ph3Sb(donor)(OTf)][OTf] [donor=1,10-phenanthroline (7 a) or 2,2′-bipy (7 b, bipy=bipyridine)]. These compounds exhibit significant structural diversity in the solid-state, and undergo ligand exchange reactions in line with their assignment as coordination complexes. Compound 3 did not form stable complexes with phosphine donors, with reactions instead leading to redox processes yielding SbPh3 and products of phosphine oxidation.

Structural, spectroscopic and computational examination of the dative interaction in constrained phosphine-stibines and phosphine-stiboranes

Abstract A series of phosphine-stibine and phosphine-stiborane peri-substituted acenaphthenes containing all permutations of pentavalent groups -SbClnPh4-n (5-9), as well as trivalent groups -SbCl2, -Sb(R)Cl, and -SbPh2 (2-4, R=Ph, Mes), were synthesised and fully characterised by single crystal diffraction and multinuclear NMR spectroscopy. In addition, the bonding in these species was studied by DFT computational methods. The P-Sb dative interactions in both series range from strongly bonding to non-bonding as the Lewis acidity of the Sb acceptor is decreased. In the pentavalent antimony series, a significant change in the P-Sb distance is observed between -SbClPh3 and -SbCl2Ph2 derivatives 6 and 7, respectively, consistent with a change from a bonding to a non-bonding interaction in response to relatively small modification in Lewis acidity of the acceptor. In the SbIII series, two geometric forms are observed. The P-Sb bond length in the SbCl2 derivative 2 is as expected for a normal (rather than a dative) bond. Rather unexpectedly, the phosphine-stiborane complexes 5-9 represent the first examples of the σ4P→σ6Sb structural motif. A complex situation: The strength of a dative phosphine-stiborane (P-Sb) interaction increases with stepwise replacement of phenyl groups on antimony atom with chloride groups. As the Lewis acidity is increased in regular steps (see figure), essentially linear response is observed initially, however then a sudden change in the P-Sb distance takes place during one particular step. This is consistent with a sudden switch from a non-bonding to a bonding interaction, that is, a discrete rather than continuum response.

Coordination complexes of Ph3Sb2+ and Ph 3Bi2+: Beyond pnictonium cations

The syntheses of salts containing ligand-stabilized Ph3Sb 2+ and Ph3Bi2+ dications have been realized by in situ formation of Ph3Pn(OTf)2 (Pn=Sb or Bi) and subsequent reaction with OPPh3, dmap and bipy. The solid-state structures demonstrate diversity imposed by the steric demands and nature of the ligands. The synthetic method has the potential for broad application enabling widespread development of the coordination chemistry for PnV acceptors. A coordinated effort: The synthesis and characterization of OPPh 3, dmap (4-(dimethylamino)pyridine), and bipy (2,2′-bipyridine) complexes of SbV and BiV are reported. The solid-state structures demonstrate structural diversity driven by the steric demands and the nature of the ligands.

31P NMR studies demonstrating the assembly of catena-phosphorus frameworks from chlorophosphinochlorophosphonium cations

New examples of chlorophosphinochlorophosphonium (4) and chlorophosphinodichlorophosphonium (5) cations have been prepared and spectroscopically characterized. These bifunctional phosphinophosphonium cations offer a new approach to the development of phosphinophosphonium frameworks using reductive coupling reactions and have been exploited as synthons to assemble larger catena-phosphorus cations. The reactions of 4 and 5 with stibine reducing agents have been studied using 31PP NMR spectroscopy and have been shown to produce a variety of new and known frameworks in a facile manner, depending on the reducing agent selection and the stoichiometry of the reaction. New derivatives of frameworks containing three, four, and five phosphorus atoms have been identified by 31PPNMRspectroscopy. Crystals of the [GaCl4]- salt of the five-membered dication 11(iPr) have been isolated from the reaction of [4( iPr)][GaCl4] with SbBu3, and the solid state structural features and solution state dynamics are comprehensively described in the context of 31P{1H} NMR spectroscopic observations.

Synthesis of N,C bound sulfur, selenium, and tellurium heterocycles via the reaction of chalcogen halides with -CH3 substituted diazabutadiene ligands

A series of N,C bound chalcogen heterocycles from the reaction of chalcogen halides (ChXn; Ch ) S, Se Te; X ) Cl, Br; n ) 2, 4) with N-alkyl or N-aryl 1,4-diazabutadiene (DAB) ligands featuring methyl substituents on the backbone C-C linkage ar

A tert-butyl/cyano substituted (1,2,3,5-dithiadiazolyl)benzene and η2 π complexes with CpCr(CO)2

A rational synthesis for 5-tert-butyl-3-cyano-1-(1,2,3,5-dithiadiazolyl)benzene, which was first observed from thermal cleavage of the bis-dithiadiazolyl, has been developed. Voltammetry and electron paramagnetic resonance (EPR) spectra for this radical are reported and its X-ray structure is described. Despite the bulky tBu substituent, the cyano supramolecular synthon is still able to maintain links to a single neighbouring sulfur atom of the S2 unit, as previously observed in cyano-substituted dithiadiazolyls. In the η2 complex with CpCr(CO)2, no such interactions are observed; the nitrile group forms a centrosymmetric dimer through weak contacts with the para H atom on the aryl ring of the partner molecule. This behaviour is contrasted to similar complexes of less bulky dithiadiazolyls, where intermolecular interactions are retained in the crystalline lattice.

Chlorination of p-substituted triarylpnictogens by sulfuryl chloride: Difference in the reactivity and spectroscopic characteristics between bismuth and antimony

Competitive oxidative chlorination of p-substituted triarylstibines 3 [(p-XC6H4)3Sb; a: X = OMe, c: Cl, d: CO 2Et, e: CF3, f: CN, g: NO2] by sulfuryl chloride was carried out against 3b (X = H) and the electronic effect of these substituents on the chlorination of 3 was compared with that of homologous triarylbismuthanes 1. The relative ratios 4/4b (Ar3SbCl 2/Ph3SbCl2) decreased with increasing electron-withdrawing ability of the substituents (a: 53/47, c: 49/51, d: 46/54, e: 44/56, f: 40/60, g: 37/63), but the tendency was not so pronounced as observed in the chlorination of 1. A Hammett plot of the 4/4b ratios against the σp constants exhibited a good linear relationship with a negative slope, the value of which was almost half of that deduced from the 2/ 2b (Ar3BiCl2/Ph3BiCl2) ratios. The difference in the reactivity between 1 and 3 may be explained by the effect of the electron-withdrawing substituents in the aromatic rings, which affects the p-character of the lone pair on the pnictogen atoms by increasing the positive metal charge and appears more remarkably in 1 than in 3. The 13C NMR study of 3 revealed that the chemical shifts of the ipso carbons (C1) attached to the antimony show a linear relationship against the σp constants with a positive slope (14.5). The value was smaller than that deduced from 1 (17.0), suggesting that the antimony center of 3 is less sensitive to the substituent effect. This is in accord with the tendency of the chlorination.

Synthesis and spectroscopic studies of antimony pentachloride complexes with neutral oxygen, sulfur and selenium ligands

The compounds [SbCl5(R3EY)] (R = Me or Ph; E = P or As; Y = O or S) have been prepared from SbCl5 and the appropriate ligand in CH2Cl2 or CCl4 solutions, and characterised by analysis, IR,

Triphenylphosphinimino-triphenylstibonium chloride, [Ph 3PNSbPh3Cl], and its reaction with FeCl3

[Ph3PNSbPh3Cl] (1) was prepared by oxidative addition of ClNPPh3 to triphenylstibine in dichloromethane solution. The compound is characterized by IR spectroscopy and by an X-ray structure determination. 1 crystallizes in the monoclinic space group P21/c with four formula units per unit cell. Lattice dimensions at 193 K: a = 925.3(1), b = 1777.2(1), c = 1825.5(1) pm, β = 94.07(1)°, R1 = 0.0228. 1 forms monomeric molecules with tetrahedrally coordinated phosphorus and trigonal-bipyramidally coordinated antimony atom, the atoms N and Cl being in axial positions. The bond lengths PN and SbN are 155.0(2) and 198.4(2) pm, respectively, the PNSb angle is 138.6(1)°. 1 reacts with iron trichloride to give the known phosphoraneiminato complex [FeCl2(NPPh 3)]2.