- Studies of organotin(IV)-orthoquinone systems
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The primary process in the reaction of hexaphenylditin with various substituted orthoquinones (Q) is shown to involve attack by the quinone at a phenyl ligand. The intermediate thus formed decomposes to yield Ph3Sn(SQ·), where S(Q·-) is the corresponding semiquinonate. Rearrangement of these species in solution gives rise to biradicals, while intramolecular electron transfer may lead to the formation and precipitation of Ph2Sn(CAT), where CAT2- is the corresponding substituted catecholate. The identification of these processes depends in part on electron paramagnetic resonance spectroscopy. The reaction of Ph3SnCl or Ph2SnCl2 with Na(TBSQ·) (TBSQ·- = 3,5-di-tert-butyl-orthobenzosemiquinonate) results in the formation of Ph2Sn(TBSQ·), which can undergo redistribution and intramolecular electron transfer, so that the solution chemistry of these latter systems is similar to that of the products of the Sn2Ph6 + Q reaction.
- Brown, Martyn A.,McGarvey, Bruce R.,Ozarowski, Andrzej,Tuck, Dennis G.
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- Calcium stannyl formation by organostannane dehydrogenation
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Reaction of the dimeric calcium hydride, [(BDI)CaH]2 (1), with Ph3SnH ensues with elimination of H2 to provide [(BDI)Ca-μ2-H-(SnPh3)Ca(BDI)] (3) and [(BDI)Ca(SnPh3)]2 (4) alongside dismutation to Ph4Sn, H2 and Sn(0). DFT analysis indicates that stannyl anion formation occurs through deprotonation of Ph3SnH and with retention of dinuclear species throughout the reactions.
- Morris, Louis J.,Hill, Michael S.,Manners, Ian,Mcmullin, Claire L.,Mahon, Mary F.,Rajabi, Nasir A.
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- The photochemistry of aromatic compounds IV. Photochemical behaviour of hexaphenylditin
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The irradiation of hexaphenylditin yields "hot" triphenyltin radicals whose decomposition into diphenyltin and phenyl radicals competes with recombination and disproportionation.
- Wilputte-Steinert,Nasielski
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- The reactions of Ir(CO)Cl(PPh3)2 with HSnPh 3
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A reinvestigation of the reaction of Ir(CO)Cl(PPh3)2, 1 with HSnPh3 has revealed that the oxidative-addition product Ir(CO)Cl(PPh3)2(H)(SnPh3), 2 has the H and SnPh3 ligands in cis-related coordination sites. Compound 2 reacts with a second equivalent of HSnPh3 by a Cl for H ligand exchange to yield the new compound H2Ir(CO)(SnPh3)(PPh 3)2, 3. Compound 3 contains two cis- related hydride ligands. Under an atmosphere of CO, 1 reacts with HSnPh3 to replace the Cl ligand with SnPh3 and one of the PPh3 ligands with a CO ligand and also adds a second equivalent of CO to yield the 5-coordinate complex Ir(CO)3(SnPh3)(PPh3), 4. Compound 4 reacts with HSnPh3 by loss of CO and oxidative addition of the Sn-H bond to yield the 6-coordinate complex HIr(CO)2(SnPh 3)2(PPh3), 5 that contains two trans-positioned SnPh3 ligands.
- Adams, Richard D.,Fang, Fang,Smith, Mark D.,Zhang, Qiang
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- The structures of ring-expanded NHC supported copper(
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Three ring-expanded N-heterocyclic carbene-supported copper(i) triphenylstannyls have been synthesised by the reaction of (RE-NHC)CuOtBu with triphenylstannane (RE-NHC = 6-Mes, 6-Dipp, 7-Dipp). The compounds were characterised by NMR spectroscopy and X-ray crystallography. Reaction of (6-Mes)CuSnPh3 with di-p-tolyl carbodiimide, phenyl isocyanate and phenylisothiocyanate gives access to a copper(i) benzamidinate, benzamide and benzothiamide respectively via phenyl transfer from the triphenylstannyl anion with concomitant formation of (Ph2Sn)n. Attempts to exploit this reactivity under a catalytic regime were hindered by rapid copper(i)-catalysed dismutation of Ph3SnH to Ph4Sn, various perphenylated tin oligomers, H2 and a metallic material thought to be Sn(0). Mechanistic insight was provided by reaction monitoring via NMR spectroscopy and mass spectrometry.
- Charman, Rex S. C.,Liptrot, David J.,Lowe, John P.,Mahon, Mary F.
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supporting information
p. 831 - 835
(2022/02/01)
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- Room-Temperature Palladium(II)-Catalyzed Direct 2-Arylation of Indoles with Tetraarylstannanes
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A palladium(II)-catalyzed direct 2-arylation of indoles by tetraarylstannanes with oxygen (balloon) as the oxidant at room temperature has been developed. Various tetraarylstannanes can be employed as aryl sources for 2-arylation of indoles in up to 89% yield, providing a practical and efficient catalytic protocol for accessing 2-arylindoles.
- Liu, Yuxia,Wang, Chao,Huang, Linjuan,Xue, Dong
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p. 1613 - 1618
(2020/09/15)
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- Continuous organomagnesium synthesis of organometallic compounds
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Continuous organomagnesium synthesis of a number of organic derivatives of 14th group elements of the periodic table was examined in a column apparatus with an agitator. An effect of a molar ratio of reactants, temperature in a reaction zone, and other factors was studied on the yield and composition of the products.
- Storozhenko,Grachev,Klochkov,Shiryaev
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p. 387 - 393
(2013/06/27)
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- Quest for triorganotin(IV) compounds containing three C,N- and N,C,N-chelating ligands
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Three novel tetraorganotin(IV) compounds of general formula L 3SnR [where i) L is LCN 2-(N,N-dimethylaminomethyl)phenyl- and R = n-Bu (1), Ph (2); and ii) L is LNCN 2,6-bis-(N,N- dimethylaminomethyl)phenyl- with R = n-Bu (3)] were synthesized. These species were used as potential precursors for the target preparation of some triorganotin(IV) species of general formula L3SnX [where i) L is LNCN with X = OH (4), and ii) L is LCN and X = Br (5), F (5b), Cl (5c)]. Several methods were applied to reach the target L 3SnX molecules including the reactions of 1 or 2 with bromine, iodine or hydrohalic acids in various media, Kocheshkov reactions or transmetallation with HgCl2, but the composition of all reaction mixtures was not satisfactory towards the target. Compound 4 has the monomeric structure with OH group interacting with one of the nitrogen atoms via H-bridge. Target compound 5 was prepared by the reaction of three equivalents L4CNSn with SnBr4 followed by the isolation of 5 from the reaction mixture based on different solubility of 5 in various solvents. Surprisingly, the presumably air-stable 5 can easily ionize in the air to give a novel aqua-complex [L3CNSn(H 2O)]+Br- (5a). All prepared organotin(IV) compounds bearing both LCN and LNCN ligands were characterized by multinuclear NMR spectroscopy and, when eligible, by the elemental analysis. In addition, the solid-state structures of 1, 2, 4, 5a, 6, 8 and 9 were determined by the X-ray diffraction analysis.
- R??i?ka, Ale?,Padělková, Zdeňka,?vec, Petr,Pejchal, Vladimír,?eslová, Lenka,Hole?ek, Jaroslav
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- A convenient route to distannanes, oligostannanes, and polystannanes
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The quantitative conversion of the tertiary stannane (ν;-Bu) 3SnH (2) into (ν-Bu)6Sn2 (4) was achieved by heating the neat hydride material under low pressure or under closed inert atmosphere conditions. A 31% conversion of Ph3SnH (3)to Ph6Sn 2 (5) was also observed under low pressure; however, under closed inert atmosphere conditions afforded Ph4Sn (6) as the major product. A mixed distannane, (ν-Bu)3SnSnPh3 (7), can also be prepared in good yield utilizing an equal molar ratio of 2 and 3 and the same reaction conditions used to prepare 4. This solvent-free, catalyst-free route to distannanes was extended to a secondary stannane, (ν-Bu)2SnH 2 (8), which yielded evidence (NMR) for hydride terminated distannane H(ν-Bu)2SnSn(ν-Bu)2H(9), the polystannane [(ν-Bu)2Sn] ' (10), and various cyclic stannanes [(ν- Bu)2Sn]ν=5,6=5,6 (11, 12). Further evidence for 10 was afforded by gel permeation chromatography (GPC) where a broad, moderate molecular weight, but highly dispersed polymer, was obtained (Mw = 1.8 × 104 Da, polydispersity index (PDI) = 6.9) and a characteristic UV-vis absorbance (1max)of ν370 nm observed.
- Khan, Aman,Gossage, Robert A.,Foucher, Daniel A.
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p. 1046 - 1052
(2011/02/16)
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- The Ullmann coupling reaction: A new approach to tetraarylstannanes
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Several iodobenzenes form tetraarylstannanes, in addition to other products, under reaction conditions typically employed for the Ullmann reaction, i.e., activated copper bronze (a copper-tin alloy) and 7 days at 230°C. The isolated yields of the tetraarylstannanes were low to good (8-58%). Significantly higher yields (54-64%) of tetraphenylstannane were obtained by the direct reaction of iodobenzene with an excess of tin powder (iodobenzene: tin = 1:1 w/w) under the same conditions. Crystal structure analysis reveals that tetrakis(4-carbomethoxyphenyl)stannane crystallizes in a tetragonal space group and has 4 symmetry, which is the case for many symmetrical tetraarylstannanes. However, tetrakis(2,4-dichlorophenyl)stannane, tetrakis(3,4-dichlorophenyl)stannane, and tetrakis(2,4-dimethylphenyl)stannane do not crystallize in a tetragonal space group and do not have real 4 symmetry.
- Shaikh, Nadim S.,Parkin, Sean,Lehmler, Hans-Joachim
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p. 4207 - 4214
(2008/10/09)
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- Diphenyltin(IV) complexes of the 5-[(E)-2-(aryl)-1-diazenyl]quinolin-8-olates: Synthesis and multinuclear NMR, 119Sn M?ssbauer, electrospray ionization MS, X-ray characterization and assessment of in vitro cytotoxicity
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A series of cis-bis{5-[(E)-2-(aryl)-1-diazenyl]quinolinolato}diphenyltin(IV) complexes have been synthesized and characterized by 1H, 13C, 119Sn NMR, ESI-MS, IR and 119mSn M?ssbauer spectroscopic techniques in combination with elemental analysis. The structures of a ligand L6H (i.e., 5-[(E)-2-(4-ethoxyphenyl)-1-diazenyl]quinolin-8-ol) and three diphenyltin(IV) complexes, viz., Ph2Sn(L1)2 · (CH3)2CO (1), Ph2Sn(L4)2 (4) and Ph2Sn(L5)2 (5) (L = 5-[(E)-2-(aryl)-1-diazenyl]quinolin-8-ol: aryl = phenyl - (L1H); 4′-methylphenyl - (L4H) and 4′-bromophenyl - (L5H)) were determined by single crystal X-ray diffraction. In general, the complexes were found to adopt a distorted cis-octahedral arrangement around the tin atom. These complexes retain their solid-state structure in non-coordinating solvent as evidenced by 119Sn NMR spectroscopic results. The in vitro cytotoxicity of 1 is reported and compared with Ph2Sn(Ox)2 (Ox = deprotonated quinolin-8-ol) against seven well characterized human tumor cell lines.
- Basu Baul, Tushar S.,Mizar, Archana,Ly?ka, Antonin,Rivarola, Eleonora,Jirásko, Robert,Hol?apek, Michal,de Vos, Dick,Englert, Ulli
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p. 3416 - 3425
(2007/10/03)
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- Phenols as starting materials for the synthesis of arylstannanes via SRN11
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Phenols are converted into aryl diethyl phosphate esters (ArDEP), which on reaction with sodium trimethylstannide (1) or sodium triphenylstannide (2) in liquid ammonia afford arylstannanes by the SRN1 mechanism. Thus, the photostimulated reaction of phenylDEP (3), (4-methoxyphenyl)DEP (4), (4-biphenyl)DEP (5), (1-naphthyl)DEP (6), (2-naphthyl)DEP (7), and 2- (34), 3- (32), and (4-pyridyl)DEP (35) with 1 leads to monostannylated product in fair to excellent yields (20-98%). Also, substrates containing two or three leaving groups react with 1 under irradiation, affording the corresponding di- or tristannylated aryl compounds. With tetraethyl m-phenylene bisphosphate (15), tetraethyl p-phenylene bisphosphate (21), (4-chlorophenyl)DEP (22), and 1,3,5-tris(diethylphospho)benzene (30), the di- or trisubstitution products 1,3-bis(trimethylstannyl)benzene (19) (79%), 1,4-bis(trimethylstannyl)benzene (23) (95 and 97%), and 1,3,5-tris(trimethylstannyl)benzene (31) (57%) are obtained, respectively. Also, the reaction of 6 and 7 with 2 leads to substitution products in quantitative yields, and the reaction of 21, 22, and (4-bromophenyl)DEP (24) with 2 affords 1,4-bis(triphenylstannyl)benzene (38) in high yields (70-100%). On the other hand, the results obtained in the photostimulated reaction of 24 and (4-iodophenyl)DEP (25) with 1, as well as in the reaction of 25 with 2, clearly indicate a fast HME reaction.
- Chopa, Alicia B.,Lockhart, María T.,Dorn, Viviana B.
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p. 1425 - 1429
(2008/10/08)
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- Reactions of organotin(IV) compounds with platinum complexes. Part(III). Reactions of (R2Sn)n, (R = Me or Ph, n = 6; R = Et, n = 9) with platinum complexes
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The R2Sn moieties formed when the cyclic compounds (R2Sn)n, R = Me or Ph, n = 6; R = Et, n = 9, are exposed to light, react with the platinum(II) complexes [PtCl2L2], L = PEt3, PPr3, PBu3, PEtPh2, PPh3 to give new complexes of the general formula [PtCl(SnR2Cl)L2]. Similarly, Et2Sn from (Et2Sn)9 reacts with [PtMe(Cl)L2] to give [PtMe(SnEt2Cl)L2] and Ph2Sn from (Ph2Sn)6 reacts with [PtPh(Cl)L2] or [PtPh2L2] to give [PtPh(SnPh2Cl)L2] or [PtPh(SnPh3)L2] (L = PEt3), respectively. Reactions involving (R2Sn)n and the bridged complex [{Pt(μ-Cl)ClL}2] give a mixture of [PtCl(SnR2Cl)L2] and [PtCl(SnRCl2)L2], R = Me or Et, L = PBu3. It is suggested that these reactions initially involve insertion of R2Sn moieties into Pt-Cl bonds of the complexes [PtX(Cl) L2] or [{Pt(μ-Cl)ClL}2] then generate R2SnXCl (X = Cl, Me, Ph) and the Pt(0)complex [PtL2], which undergoes oxidative-addition of the formed tin(IV) species to give complexes containing Pt-Sn bonds. With (Ph2Sn)6 and [PtPh2L2], the mechanism takes a different course. Reactions under similar conditions involving the Pt(0) complexes [Pt(C2H4(PPh3)2] or [Pt(COD)2], (COD = 1,5-cyclooctadiene) and (R2Sn)6, R = Me or Ph, gave no detectable complexes containing Pt-Sn bonds. The complex [Pt(PEt3)4] and (MeSn)6 likewise gives no species containing Pt-Sn bonds but with (Ph2Sn)6, two complexes, tentatively identified as trans-[PtPh(Sn2Ph5)(PEt3)2] and trans-[PtPh(Sn6Ph11)(PEt3)2], were detected in the solution. In all cases, the products were identified by 31P-NMR spectroscopy.
- Al-Allaf, Talal A.K
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- Ring-opening of lactides and related cyclic monomers by triaryltin(IV) alkoxides and amides
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Ar3SnX, where Ar = p-MeC6H4, p-CF3C6H4 or Ph and X = OBut or NMe2, are catalyst precursors for the ring-opening of lactides in benzene at 80°C and the rate of ring-ope
- Chisholm,Delbridge
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p. 1308 - 1309
(2007/10/03)
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- Novel triphenyltin substituted derivatives of heavier alkaline earth metals
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The synthesis and characterization of a family of novel alkaline earth metal stannides, in addition to tri- and pentastannanes are described. [Ba(18-crown-6)(HMPA)2][SnPh3]2 (4), [Ca(18-crown-6)(HMPA)2][Sn(SnPh3)3]2 (5), and [Sr(18-crown-6)(HMPA)2][Sn(SnPh3)3]2 (6) were synthesized by insertion of the corresponding alkaline earth metals into the tin-tin bond of hexaphenyldistannane. Ph3SnSnPh2SnPh3 (7), and Sn(SnPh3)4 (8) became available by treating 4 with diphenyldichlorostannane. All compounds were studied by NMR spectroscopy, and X-ray crystallography. The stannanes 7 and 8 were also characterized by elemental analysis.
- Englich, Ulrich,Ruhlandt-Senge, Karin,Uhlig, Frank
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p. 139 - 147
(2007/10/03)
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- Reactions of organolanthanide compounds RLnI (Ln = Yb, Eu, Sm) with organic derivatives of silicon, tin, lead, and antimony
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Reactions of compounds RLnI (R = Alk, Ar; Ln = Yb, Eu, Sm) with hexaalkyl(aryl)-distannanes, trimethylsilyltriphenyltin, and lead and antimony acetates were studied. The reactions with Sn-Sn and Si-Sn organic derivatives result in cleavage of Sn-Sn amd Sn-Si bonds with formation of tetrasubstituted stannanes and reactive organometallic derivatives with an Sn-Ln or Si-Ln bond. The reactions of RYbI with lead and antimony acetates and with tetraethoxysilane cause cleavage of the Pb-O, Sb-O, or Si-O bond with formation of tetrasubstituted derivatives of lead and silicon or trisubstituted antimony derivatives.
- Rybakova,Syutkina,Petrov
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p. 244 - 246
(2007/10/03)
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- Arylation of organotin halides with pentaarylantimony and pentaphenylbismuth
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Pentaarylantimony and pentaphenylbismuth arylate oranotin halides R3SnX and R2SnX2 (R = Alk, Ar; X = Cl, Br) in toluene at room temperature to aryltin derivatives R3SnAr and R2SnArX (initial reagent molar ratio 1:1) or R2SnAr2 (2:1) in 78-95% yield.
- Sharutin,Sharutina,Senchurin,Kovaleva,Shcherbakov,Gladyshev
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- Reactions of Organoytterbium Compounds RYbI (R = Me, Et, Ph) with Organotin Oxides and Acetates
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Reactions of RYbI (R = Me, Et, Ph) with organotin oxides and acetates) involve cleavage of the Sn-O bonds to form tetrasubstituted stannanes mostly as single or main reaction products (yields 65-96 percent). A similar results was obtained in reaction of PhYbI with diphenyltin sulfide (yield 93 percent). However, reactions of RYbI (R = Me, Et, Ph) with Bu2SnO, followed by hydrolysis of the reaction mixtures lead to hydroxystannanoxanes Bu2RSnOH in 66-75 percent yields.
- Rybakova, L. F.,Syutkina, O. P.,Novgorodova, M. N.,Petrov, E. S.
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- The first rigid O,C,O-pincer ligand and its application for the synthesis of penta- and hexacoordinate organotin(IV) compounds
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The synthesis of the aryldiphosphonic ester C6H2[P(O)(OEt)2]2-1,3-t-Bu-5 (2) and of its organotin derivatives C6H2[P(O)(OEt)2] 2-2,6-t-Bu-4-RR′2Sn-1 (5, R = R′ = Me; 6, R = R′ = Ph; 7, R = Ph, R′ = Cl; 8, R = Ph, R′ = Br) is reported. Also reported is the preparation of the organosilicon and organotin compounds C6H2[P(O)(OEt)2]2-2,4-Me 3Si-1 (3), C6H2[P(O)(OEt)2]2-2,4-(Me 3Si)2-1,5 (4), C6H3tP(O)(OEt)2]2-2,4-Ph 2RSn-1 (9, R = Ph; 12, R = Br), and C6H3[P(O)(OEt)2]2-2,4-(Ph 2RSn)2-1,5 (10, R = Ph; 11, R = Br). X-ray investigations reveal weak intramolecular Sn-O interactions for 6 (2.865(3)-3.063(4) ?), 9 (2.803(3) ?), and 10 (2.793(2) ?) but strong Sn-O coordinations for 7 (2.203(5)72.278(6) ?) and 11 (2.379(3)/ 2.412(3) ?), indicating the high donor capacity of the new rigid O,C,O- and O,C-chelating ligands in these compounds. NMR studies confirm that the basic coordination geometry found in the solid state is maintained in solution. ? Dedicated to Prof. Manfred Weidenbruch on the occasion of his 60th birthday.
- Mehring, Michael,Schürmann, Markus,Jurkschat, Klaus
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p. 1227 - 1236
(2008/10/08)
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- Cleavage of Sn-Sn Bonds in Hexaalkyl(aryl)stannanes under the Action of Yb(II) Derivatives
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Ytterbium(II) derivatives MeYbI, PhYbI, and YbI2 cleave the Sn-Sn bond in distannanes R′3-SnR′3 (R′ = n-Bu, Ph) to give heterobimetallic derivatives R′3SnYbI, which were identified by products of their hydrolysis, exchange with R″3EHlg (R″ = Ph, Me; E = Ge, Si, Sn) and cross coupling with MeI in the presence of NiCl2(Ph3P)2.
- Syutkina,Rybakova,Novgorodova,Petrov
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- Synthesis and 1H NMR study of some organotin derivatives of diethanolamines
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A number of organotin derivatives of diethanolamines (stannocanes) R2Sn(OCH2CH2)2NR', O(SiMe2CH2)2Sn(OCH2CH2)NR', and Sn2 (R = Ph, cyclo-Hex; R' = H, Me, Ph) were synthesized and studied by 1H NMR spectroscopy.The effect of steric factors on the ability of molecules of stannocanes to form associates in solutions is discussed. - Key words: organotin compounds, stannocanes, synthesis, NMR, steric factors, associates.
- Shiryaev, V. I.,Stepina, E. M.,Tandura, S. N.,Kovaleva, E. A.,Grachev, A. A.,Androsenko, S. I.
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p. 666 - 670
(2007/10/02)
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- Organosilicon compounds with functional groups proximate to silicon. XVII. Synthetic and mechanistic aspects of the lithiation of α,β-epoxyalkylsilanes and related α-heterosubstituted epoxides
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A series of α-heterosubstituted epoxides, , has been found to undergo lithiation in the temperature range of -75 to -115 deg C at the C-H bond of the epoxide.The substituent Z could be Me3Si, Ph3Si, n-Bu3Sn, Ph3Sn, PhSO2, (OEt)2PO and Ph; the groups R and R' were H, Ph and n-C6H13; and the lithiating reagents were n-butyllithium, t-butyllithium and lithium diisopropylamide in donor media of THF or TMEDA.The lithiation occurs with retention of configuration and the resulting lithio-epoxide is unstable above 0 deg C, decomposing in a carbenoid manner.The lithiation is facile except for compounds where Z and R (an alkyl or aryl) are cis-oriented; where Z = R3Sn, lithiation occurs by tin-lithium, rather than hydrogen-lithium, exchange.The lithio-epoxides thereby generated can be quenched with various reagents to yield epoxides where the epoxide H has been replaced by D, Me3Sn, R, RCO and COOH.The utility of this procedure in organic synthesis is emphasized.Finally, the possible explanations for the acidity of such α-heterosubstituted epoxides and for the relative stability of the derived lithio-epoxides are considered and assessed.
- Eisch, John J.,Galle, James E.
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p. 293 - 314
(2007/10/02)
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- CHELATED COMPOUNDS AND DERIVATIVE OF β-ALKOXYCARBONYLALKYLTIN CHLORIDES - 5-ARYLAZO-8-QUINOLINOLATES, ALIZARINATES, AND THIOCYANATE: PREPARATION AND SPECTROSCOPIC STUDIES
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Complex formation with chelating ligands like 5-phenylazo-8-quinolinol, 5-(2I-carboxyphenylazo)-8-quinolinol, 1,2-dihydroxyanthraquinone (i.e., alizarin), and 1-nitroso-2-naphthol is due to nucleophilic attack on tin of the β-alkoxycarbonylalkyltin chlorides ( a unique class of PVC stabilizer intermediates) with the subsequent elimination of hydrogen chloride.A number of complexes of the types R2SnL2, RSnL2Cl, R2SnLCl, R2Sn(LIHI)2, R2SnLII, and RSnLIICl (where R = CH3OCOCH2CH2-, C4H9OCOCH2CH2-, and CH3OCOCH(CH3)CH2-; LH = 5-phenylazo-8-quinolinol, 1-nitroso-2-naphthol; LIHHI = 5-(2I-carboxyphenylazo)-8-quinolinol; and LIIH2 = 1,2-dihydroxyanthraquinone) and a thiocyanate derivative viz. (CH3OCOCH2CH2)2Sn(SCN)2 have been prepared. 5-Arylazo-8-quinolinols exhibit azo-hydrazone tautomeric equilibria but their complexes exist only in the azo form. β-Alkoxycarbonylethyltin alizarinates are somewhat different from other complexes.Tn these complexes two hydroxyl groups of alizarin have been utilised in complex formation, moreover, one of the two carbonyl groups of alizarin also remains involved in coordination to tin.In (CH3OCOCH2CH2)2Sn(SCN)2, the thiocyanate group is possibly linked to tin atom through nitrogen.All the complexes and the thiocyanate derivative have been characterised by elemental analyses, electronic, ir, and 1H nmr spectra.Possible structural features of the compounds are discussed.
- Deb, Barun Kanti,Ghosh, Amiya Kanti
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p. 1241 - 1246
(2007/10/02)
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- Construction of bidentate organosulfur ligands via (μ-RC≡CS)(μ-SLI)Fe2(CO)6 intermediates
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(μ-Dithio)bis(tricarbonyliron) reacts with alkynyllithium reagents in THF at -78°C to give initially (μ-RC≡CS)(μ-LiS)Fe2(CO)6. This species appears to be in equilibrium with either one or, in at least one case (R = Me3Si), both of two possible products of intramolecular thiolate addition to the C≡C bond: (Chemical Equation Presented) The products from such RC≡CLi/(μ-S2)Fe2(CO)6 reactions depend on the electrophilic substrate used. Alkylating and acylating agents yield products derived from the "open" reagent, while protonation and reactions with aldehydes and with group IV (1420) organometallic halides give "closed" 1,2- or 1,1-dithiolene products.
- Seyferth, Dietmar,Womack, Gary B.
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p. 2360 - 2370
(2008/10/08)
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- Reduction of bis(triorganotin) oxides by metals: An easy route to hexaorganoditins
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Bis(triorganotin) oxides have been reduced in high yield to hexaorganoditins by titanium, magnesium, potassium, and sodium.
- Jousseaume, Bernard,Chanson, Evelyne,Pereyre, Michel
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p. 1271 - 1272
(2008/10/08)
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- Multi Electron Ligands, VIII. Connection of the all-trans-1,5,9-Cyclododecatriene System with Additional Donor Groups
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Nine potential ligands (2 - 10) for transition metals were obtained from the well accessible all-trans-1,5,9-cyclododecatriene (ttt-CDT) by introduction of donor groups.The synthesis was achieved via ttt-3-bromo-CDT (1) and the hitherto unknown ttt-3-iodo-CDT (2).To the contrary, introduction of donor groups via nucleophilic ttt-CDT derivatives was successful in one case only (15). ttt-3-Lithio-CDT (13), obtained by organoelement-Li exchange, revealed to be extremely basic (quick deprotonation of diethyl ether at low temperature).In situ made Ni0 complexes of someof the new ligands failed to oligomerize or polymerize butadiene.
- Kauffmann, Thomas,Fauss, Waltraud
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p. 2330 - 2342
(2007/10/02)
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- Process for producing aldehydes
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Described is an olefin hydroformylation process for producing aldehydes utilizing a Pt Group IV-A organometallic catalyst mixture such as (PPh3)2 PtPh-SnPh2 Cl/SnCl2. High yields of aldehydes are produced in high selectivity for the normal isomer, especially when using propylene as the olefin.
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- CATHODIC SYNTHESIS OF TETRAALKYLTIN COMPOUNDS.
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Methyl bromide and allyl bromide are efficiently reduced at a tin electrode to form tetramethyl and tetraallyl tin. A variety of other bromides with appreciably more negative reduction potentials also produce tetra-substituted tin compounds but the yields are lower. At higher potentials, cathode disintegration is a consequence of the competitive reduction of the carrier electrolyte (Et//4N** plus Br**-).
- Ulery
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p. 1474 - 1478
(2008/10/08)
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Solutions of triphenyl tin hydroxide (resp. hexaphenyl distannoxane) in benzene can be used for the extraction of numerous inorganic and organic anions out of slightly acid aqueous solutions. Several separations will be possible.
- Bock, Rudolf,Niederauer, Heinz-Theo,Behrends, Karl
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