- Evidence of single electron transfer in the diastereoselective synthesis of β-stannylketones
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The reaction of trimethyl- and triphenylstannylpotassium with mono and disubstituted enones (1-5) in acetonitrile as solvent was studied. In a few seconds and under mild conditions these reactions lead in nearly quantitative yields either to a mixture of diastereomers or to a pure diastereomer of β-stannylketones 6-16. The reactions with triphenylstannylpotassium gave higher yields than trimethylstannylpotassium. The partial or total inhibition of the reactions by addition of a free radical scavenger (galvinoxyl) or a radical-anion scavenger (p-dinitrobenzene) leads us to believe that these reactions could follow a two-stage reaction mechanism involving an initial electron transfer step. Our results indicate that these reactions are stereoselective but certainly not stereospecific. Full 1H- and 13C-NMR data of the new β-stannylketones are given.
- Chopa,Murray,Lockhart
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- SEMICONDUCTOR PHOTORESIST COMPOSITION AND METHOD OF FORMING PATTERNS USING THE COMPOSITION
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A semiconductor photoresist composition includes an organometallic compound represented by Chemical Formula 1, a photoacid generator (PAG), and a solvent: In Chemical Formula 1, R is a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C3 to C20 cycloalkyl group, a substituted or unsubstituted C2 to C20 aliphatic unsaturated organic group including at least one double bond or triple bond, a substituted or unsubstituted C6 to C30 aryl group, an ethoxy group, a propoxy group, or a combination thereof; and X, Y, and Z are each independently —OR1 or —OC(═O)R2.
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Paragraph 0150
(2021/10/11)
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- SEMICONDUCTOR PHOTORESIST COMPOSITION AND METHOD OF FORMING PATTERNS USING THE COMPOSITION
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A semiconductor photoresist composition includes an organometallic compound represented by Chemical Formula 1, an organic acid having a vapor pressure of less than or equal to about 1.0 mmHg at 25° C., and a pKa of about 3 to about 5, and a solvent. A method of forming photoresist patterns utilizes the composition.
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Paragraph 0144
(2021/11/20)
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- SEMICONDUCTOR PHOTORESIST COMPOSITION AND METHOD OF FORMING PATTERNS USING THE COMPOSITION
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A semiconductor photoresist composition includes an organometallic compound represented by Chemical Formula 1, an organometallic compound represented by Chemical Formula 2, and a solvent, and a method of forming patterns using the same. When the semiconductor photoresist composition is irradiated with e.g., extreme ultraviolet light, radical crosslinking between Sn-containing units may occur via Sn—O—Sn bond formation, and a photoresist polymer providing excellent sensitivity, small or reduced line edge roughness, and/or excellent resolution may be formed.
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Paragraph 0129
(2020/12/01)
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- Synthesis of 3-stannyl and 3-silyl propargyl phosphanes and the formation of a phosphinoallene
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The group 14 chloropropargyls R3ECCCH2Cl (R3E = nBu3Sn, Ph3Sn, Me2PhSi, iPr3Si, nPr3Si, nBu3Si), obtained by a modified literature procedure, react with LiPPh2 to afford the novel propargyl phosphanes Ph2PCH2CCER3 in high yield, as viscous oils; (Me3Si)2PCH2CCSiPhMe2 is similarly obtained from LiP(SiMe3)2. In contrast, the reaction of PhCCCH2MgCl with ClP(NEt2)2 fails to produce a comparable propargyl phosphane, but generates preferentially (>70%) the novel phosphinoallene (Et2N)2PC(Ph)CCH2, which is characterised spectroscopically, and through its reaction with HCl. The coordination chemistry of representative phosphanes is explored with respect to platinum and palladium for the first time.
- Saunders, Amy J.,Crossley, Ian R.
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p. 2148 - 2155
(2016/02/09)
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- Aminostannanes and aminostannylenes containing a C,N-chelated ligand
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Aminotin(II and IV) compounds {[(2,6-i-Pr-C6H 3)(H)N]-μ-(Sn)-Cl}2, {2-[(CH3) 2NCH2]C6H4}2Sn[N(H)(2,6- i-Pr-C6H3)]2 and {2-[(CH3) 2NCH2]C6H4}Sn[N(2,6-i-Pr-C 6H3)(SiMe3)] were prepared by lithium halide elimination from tin halides and corresponding lithium complexes. [(2,6-i-Pr-C6H3)(H)N]Li (1) reacts with one half of molar equivalent of SnCl2 to give {[(2,6-i-Pr-C6H 3)(H)N]-μ-(Sn)-Cl}2. The same lithium amide (1) gave with R3SnCl corresponding aminostannanes. Further reactions of these compounds with n-butyllithium gave the starting 1 and tetraorganostannanes. {2-[(CH3)2NCH2]C6H4} 2SnBr2 reacts with two equivalents of 1 to {2-[(CH 3)2NCH2]C6H4} 2Sn[N(H)(2,6-i-Pr-C6H3)]2. The dimeric heteroleptic stannylene {[(2,6-i-Pr-C6H3) (SiMe3)N](μ2-Cl)Sn}2 reacts with 2-[(CH 3)2NCH2]C6H4Li to the monomeric {2-[(CH3)2NCH2]C6H 4}Sn[N(2,6-i-Pr-C6H3)(SiMe3)]. The structure in the solid state and in solution and reactivity of products is also discussed. The unique decatin cluster has been isolated by hydrolysis of {[(2,6-i-Pr-C6H3)(H)N]-μ-(Sn)-Cl}2. The structure of some compounds was also evaluated by theoretical DFT methods.
- Padělková, Zdeňka,Havlík, Ale?,?vec, Petr,Nechaev, Mikhail S.,R??i?ka, Ale?
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p. 2651 - 2657
(2010/11/18)
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- HETEROGENEOUS ORGANOTIN CATALYSTS
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Supported heterogeneous organotin catalysts of the formula X1, X2, or X3: wherein Z is a spacer group; Y is an insoluble phenyl-group containing copolymer; R1, R2, R3, R5, and R6 are independently selected from halogen, alkyl, alkylene, phenyl, vinyl, allyl, naphthyl, aralkyl, and Z; and R4 is alkyl, alkylene, phenyl, vinyl, allyl, naphthyl, or aralkyl.
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Page/Page column 4-5
(2010/06/22)
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- A novel mode of access to polyfunctional organotin compounds and their reactivity in Stille cross-coupling reaction
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Mono-, di-, tri- and tetra-functional organotin compounds were easily prepared in a sonicated Barbier reaction using ultrasound technology via coupling reaction of organo halides with tin halides (Bu3SnCl, Bu2SnCl2, BuSnCl
- Lamandé-Langle, Sandrine,Abarbri, Mohamed,Thibonnet, Jér?me,Duchêne, Alain
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p. 2368 - 2374
(2009/09/30)
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- Structural relationships in the homologous series of alkyltriphenylstannane compounds of formula Ph3Sn(CH2)n - 1CH 3, with n even and in the range 4-14 and 18
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The solid state structures of several compounds in the homologous series of alkyltriphenylstannanes of general formula Ph3Sn(CH 2)n - 1CH3 have been determined. For n in the range 4-10 the structures are monocli
- Allan, Gillian M.,Howie, R. Alan,Low, John N.,Skakle, Janet M.S.,Wardell, James L.,Wardell, Solange M.S.V.
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p. 695 - 701
(2008/10/09)
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- Synthesis of asymmetrical aryl-tin compounds by cleavage of alkyl-tin bonds with sodium metal in liquid ammonia followed by SRN1 reactions with chloroarenes
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One methyl-tin bond was selectively cleaved from aryltrimethyltin compounds by sodium metal in liquid ammonia. The triorganylstannyl anions thus obtained are arylated by chloroarenes by means of photostimulated SRN1 reactions. Such reactions ca
- Yammal, Carlos C.,Podesta, Julio C.,Rossi, Roberto A.
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- Electrochemical Formation of Dimeric Organostannyl Compounds
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Organosilyl stannanes were formed by electroreduction of the corresponding organostannyl chlorides or distannanes with silyl chlorides.The Sn-C bond formation was also confirmed in the reduction of a mixture of stannyl and alkyl chlorides.
- Ishiwata, Toyoaki,Nonaka, Tsutomu,Umezawa, Masanobu
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p. 1631 - 1634
(2007/10/02)
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- Group 4 Organometallic Compounds. Part 8. Preparation and Moessbauer Spectra of Five- and Six-co-ordinate Di- and Tri-organotin Compounds containing Mixed Phenyl and Butyl Groups on Tin
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Moessbauer spectroscopic data and preparative details are reported for a range of IVBuPh>, IVBu2Ph>, and IVBuPh2> compounds.The stereochemical preferences of the butyl and phenyl groups in octahedral and trigonal-
- Das, V. G. Kumar,Weng, Ng Seik,Smith, Peter J.,Hill, Robin
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p. 552 - 558
(2007/10/02)
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