892-20-6Relevant academic research and scientific papers
Organometallic iridium complexes of (Z)-1-Phenyl-2-(4′,4′-dimethyl-2′-oxazolin-2′-yl)-eth-1-en-1-ate: Structural aspects, reactivity and applications in the catalytic dehydrogenation of Alkanes#
Clément, Roxanne,Gossage, Robert A.,Lough, Alan J.,May, Kathleen L.
supporting information, p. 2042 - 2047 (2021/09/16)
The treatment of [IrCl(cod)]2 with (Z)-1-phenyl-2-(4′,4′- dimethyl-2′-oxazolin-2′-yl)-eth-1-en-1-ol (HL) in the presence of base yields the first Ir complex of this ligand class: Ir(κ2- N,O-L)(cod) (3). Complex 3 is reactive with MeI or HSnPh3 to yield the oxidative addition products 4 (trans-Ir(Me)I(κ2-N,OL)( cod)) and 5 (cis-IrH(SnPh3)(κ2-N,O-L)(cod)), respectively. All three of these derivatives have been fully characterised including via single crystal X-ray diffraction data. Complex 3 is generally resistant to cod ligand substitution but shown to be reactive with CO (g) to give Ir(κ2-N,O-L)(CO)2 (6). In addition, 3 is demonstrated to be a dehydrogenation catalyst for the conversion of C8H16 into cyclooctene and H2 under acceptorfree conditions.
Novel amino propyl substituted organo tin compounds
Pichler, Johann,Torvisco, Ana,Bottke, Patrick,Wilkening, Martin,Uhlig, Frank
, p. 565 - 573 (2014/06/10)
In this work, a new synthetic pathway yielding unprotected amino propyl tin compounds is described.For this purpose, mono stannanes with different substitution patterns are used.In a first step, tin hydrides are deprotonated using lithium diisopropyl amide and mixed with an electrophile containing a protected amine in the cω;-position.After deprotection via acidic hydrolysis, the desired amino propyl tin compounds are obtained in high yield and purity.The thermal reaction behavior of the amino propyl tin hydrohalide intermediates containing one aromatic residue at the central tin atom is also investigated.For this purpose, amino propyl tin hydrohalides are heated under vacuum until the aromatic hydrocarbon is liberated.This thermal treatment leads to so far unknown tin halides containing an amino propyl side chain.For all of these substances detailed liquid 1H, 13C, and 119Sn-nuclear magnetic resonance (NMR) data were obtained, and in one case solid state NMR is also conducted.Regarding solids, single crystal X-ray analysis is performed.Some derivatization reactions with these new substances are demonstrated, especially the synthesis of an amino propyl tin carboxylate, which might be very interesting for biological, pharmaceutical, or technical processes.
Stereoselective radical tandem cyclohydrostannation of optically active di-unsaturated esters of TADDOL
Gerbino, Dario C.,Koll, Liliana C.,Mandolesi, Sandra D.,Podesta, Julio C.
, p. 660 - 665 (2009/01/30)
This paper reports the results obtained in a study on the radical addition of triorganotin hydrides, R3SnH (R = Me, n-Bu, Ph; Neophyl), to four TADDOL unsaturated diesters. It was found that diese reactions lead in high yields to products of cyclohydrostannation. It was also found that whereas the addition of these hydrides to TADDOL diacrylate and TADDOL dimethacrylate leads to the expected mixtures of two and four cycloundecane diastereoisomers, respectively, the addition of triphenyltin hydride to TADDOL disubstituted acrylates yields only four out of the 16 possible stereoisomers. The observed high stereoselectivity is consistent with the radical tandem cyclohydrostannation mechanism proposed. Only in the case of the hydrostannation of TADDOL diacrylate with trimethyl- and triphenyltin hydrides could the diastereoisomers obtained in higher proportion (5a and 8a) be isolated in pure form. The subsequent reduction (lithium aluminum hydride) of macrolides 5a and 8a afforded the corresponding optically active diols 26 and 27 in high yield. Full 1H, 13C, and 119Sn NMR data are given.
Efficient syntheses of four stable-isotope labeled (1R)-menthyl (1S,2S)-(+)-2-phenylcyclopropanecarboxylates
Keliher, Edmund J.,Burrell, Richard C.,Chobanian, Harry R.,Conkrite, Karina L.,Shukla, Rajesh,Baldwin, John E.
, p. 2777 - 2784 (2008/09/16)
Many carbenoid cyclopropanation reactions promoted by chiral catalysts give product mixtures reflecting impressive diastereo- and enantioselectivities. Few provide a single chiral product efficiently. This limitation has been overcome in cyclopropanations of styrene and isotopically labeled styrenes with α-diazoacetates. Convenient syntheses on a 20 g scale of each of four chiral isotopically labeled (1R)-menthyl (1S,2S)-2- phenylcyclopropanecarboxylates (the 1-d-3-13C, 1,(3S)-d2, 1,2,(3S)-d3, and 1,3,3-d3 isotopomers) of better than 99% ee have been realized. The Royal Society of Chemistry 2006.
Formation of cyclo- and polystannanes by dehydrogenative stannane coupling catalyzed by platinum(II) complexes
Thompson, Susan M.,Schubert, Ulrich
, p. 1959 - 1964 (2008/10/09)
Reaction of (PhMe2P)2PtMe2 or [(κ2-P,N)-Ph2PC2H4NMe 2]PtMe2 with an excess of H2SnBu2 or H2SnPh2 resulted in the
Synthesis, characterization, and reactivity of triphenylsilyl, triphenylgermyl, and triphenylstannyl derivatives of zirconium and hafnium
Woo, Hee-Gweon,Freeman, William P.,Don Tilley
, p. 2198 - 2205 (2008/10/08)
The crystalline lithium silyl compound (THF)3LiSiPh3 (1) was isolated from the reaction of Ph3SiSiPh3 with lithium in tetrahydrofuran. This compound and tetrahydrofuran solutions of LiEPh3 (E = Ge, Sn
Cyclic ketones and their use as perfuming ingredients
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, (2008/06/13)
Novel compounds of formula STR1 wherein the dotted lines indicate the location of a single or double bond, symbol R1 stands for a hydrogen atom or a methyl radical, symbol R2 represents a linear or branched, saturated or unsaturated, C1 to C4 alkyl radical, provided that R1 is not hydrogen when R2 represents a methyl or n-propyl radical and the ring is saturated. Compounds (Ia) are useful as perfuming ingredients. A process for their preparation is disclosed.
Tin steroids and their uses
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, (2008/06/13)
Tin steroids and methods of using the same. The tin steroid compounds are prepared by the reaction of various organotin compounds with various steroids. Said compounds inhibit the growth of malignant tumors. They are also useful as insecticides, larvicides, bactericides and fungicides.
Tin steroids and their use as antineoplastic agents
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, (2008/06/13)
A method and composition for the preparation of steroid compounds by the reaction of various organotin compounds with steroids. Said compounds retard the growth of malignant tumors and, in some cases, completely destroy the tumor.
THE REACTIONS OF DIBORANE WITH ARYL-ORGANOTIN COMPOUNDS
Pickles, G. M.,Spencer, T.,Thorpe, F. G.,Chopa, A. B.,Podesta, J. C.
, p. 7 - 16 (2007/10/02)
A number of tetraaryltin compounds, Ar4Sn (where Ar = phenyl, o- and p-tolyl, and p-chlorophenyl) and tryphenyltin compounds, PH3SnX (where X = Cl, H, OH, OCOCH3 and OCOCF3) have been treated with diborane in tetrahydrofuran.Transmetallation occurs in which one or more aryl groups are transferred to boron.The organoboron intermediates give phenols upon oxidation and boronic and borinic acids upon hydrolysis.Pyridine complexes of organoboranes have also been isolated.
