69563-03-7Relevant academic research and scientific papers
Synthesis of Urea Derivatives from CO2 and Silylamines
Xu, Maotong,Jupp, Andrew R.,Ong, Maegan S. E.,Burton, Katherine I.,Chitnis, Saurabh S.,Stephan, Douglas W.
supporting information, p. 5707 - 5711 (2019/04/16)
A series of thirty-three N,N′-diaryl, dialkyl, and alkyl-aryl ureas have been prepared in pyridine or toluene by reaction of silylamines with CO2. This protocol is shown to provide facile access to 13C-labeled ureas, as well as chiral and macrocyclic ureas. These reactions proceed through initial generation of the corresponding silylcarbamates, which subsequently react with silylamine under thermal conditions to afford the thermodynamically favored urea and disilyl ether.
Synthesis of mono-, di-, and triaminobismuthanes and observation of C-C coupling of aromatic systems with bismuth(iii) chloride
Hering-Junghans, Christian,Schulz, Axel,Thomas, Max,Villinger, Alexander
supporting information, p. 6053 - 6059 (2016/04/26)
The reaction of lithium N-trimethylsilyl-amides of the type RN(SiMe3)Li with bismuth(iii) chloride yielded mono-, di- or triaminobismuthanes depending on the sterical demand of the anilide ligand R and the used stoichiometry. For the bulky Mes? substituent the reaction with BiCl3 resulted in the formation of a C-C coupling product as the main product besides a small amount of the expected Mes?N(SiMe3)BiCl2.
Synthesis of 1,3-dichloro- cyclo -1,3-diphosphadiazanes from silylated amino(dichloro)phosphanes
Schulz, Axel,Villinger, Alexander,Westenkirchner, Andrea
supporting information, p. 11457 - 11468 (2013/10/22)
The synthesis of 1,3-dichloro-cyclo-1,3-diphosphadiazanes [ClP(μ-NR)]2 via elimination of Me3SiCl from silylated amino(dichloro)phosphanes, R-N(SiMe3)PCl2, was studied by different synthetic protocols starting from R-N(H)SiMe3 (R = Si(SiMe3)3 = Hyp, N(SiMe3)2, Mes* = 2,4,6-tri-tert-butylphenyl, Ter = 2,4-bis(2,4,6-trimethylphenyl) phenyl, Dipp = 2,6-diisopropylphenyl, Dmp =2,6-dimethylphenyl, Ad = Adamantyl, Trityl = Ph3C, Tos = tosyl = CH3C6H 4SO2, n-Oct = n-octyl, and Me3Si). A new synthetic route using trimethylsilyl-substituted amino(dichloro)phosphanes, R-N(SiMe3)PCl2, was developed to form cyclo-diphosph(III)- azanes simply by adding a mixture of RfOH/base (RfOH = hexafluoroisopropanole). By this method electron-rich/-poor aryl-, silyl-, and bissilylamino-substituted cyclo-diphosph(III)-azanes are accessible such as the unprecedented (Me3Si)2N-substituted species [ClP(μ-NN(SiMe3)2)]2 starting from tris(trimethylsilyl)hydrazine and PCl3. Additionally, the difficulties with the preparation of cyclo-diphosphadiazanes depending on the starting materials, solvents, and bases due to the competition of different reaction channels are studied.
N-bonded monosilanols: Synthesis and characterization of ArN(SiMe 3) SiMe2Cl and ArN(SiMe3)SiMe2OH (Ar = C6H5, 2,6-Me2C6H3, 2,6-iPr2C6H3)
Chandrasekhar, Vadapalli,Boomishankar, Ramamoorthy,Azhakar, Ramachandran,Gopal, Kandasamy,Steiner, Alexander,Zacchini, Stefano
, p. 1880 - 1885 (2007/10/03)
By the use of aniline and the sterically hindered aromatic primary amines, 2,6-Me2C6H3NH2 and 2,6-iPr 2C6H3NH2, N-bonded monochlorosilanes, ArN(SiMe3)SiMe2Cl [Ar = C 6H5 (1a), Ar = 2,6-Me2C6H 3 (1b) and Ar = 2,6-iPr2C6H3 (1c)] have been prepared by a sequential deprotonation at the nitrogen followed by reaction with silyl chlorides. Hydrolysis of the N-bonded monochlorosilanes afforded the N-bonded monosilanols ArN(SiMe3)SiMe2OH [Ar = C6H5 (2a), Ar = 2,6-Me2C6H 3 (2b) and Ar = 2,6-iPr2C6H3 (2c)]. The X-ray crystal structure of le reveals a positional disorder of the Cl and CH3 substituents on silicon. The X-ray crystal structure of 2c shows that it is involved in an intermolecular O-H...O hydrogen bonding in the solid state to afford a dimeric structure containing the O2H 2 ring. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
13C, 15N and 29Si nuclear magnetic resonance studies of some aminosilanes and aminodisilanes
Wrackmeyer, Bernd,Stader, Carin,Zhou, Hong
, p. 1101 - 1112 (2007/10/02)
13C, 15N (at natural abundance) and 29Si NMR data (chemical shifts and coupling constants) are reported for aminosilanes R2R'Si-NHR1 (1), bis(silyl)amines Me2R'Si-NHSiMe3 (2), 1,2-bis(amino)ethanes (3), bis(amin
ORGANOMETALLIC REAGENTS IN SYNTHESIS A NEW PROTOCOL FOR CONSTRUCTION OF THE INDOLE NUCLEUS
Smith, III, Amos B.,Visnick, Melean,Haseltine, John N.,Sprengeler, Paul A.
, p. 2957 - 2970 (2007/10/02)
Organodilithium reagents derived from 2-alkyl-N-trimethylsilyl anilines undergo condensation with esters of carboxylic acids to afford substituted indoles.A total of 16 examples are reported; yields in general were good.In conjuction with this program, a convenient, large-scale procedure for preparation of monosilylated anilines was also developed.To demonstrate the utility of the new indole protocol in natural products synthesis, efficient syntheses of (+)-cinchonamine and (+)-epi-cinchonamine as well as a tetracyclic model system for the architecturally complex penitrem mycotoxins were completed in regio- and stereoselective fashion.
