137516-91-7

Upstream product

• 1066-45-1 trimethyltin(IV)chloride 
• 88-05-1 2,4,6-trimethylaniline 
• 1068-74-2 Diethylamino-trimethyl-stannan 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 137517-01-2 bis(bromodimethylstannyl)mesitylamine 
• 137517-00-1 bis(chlorodimethylstannyl)mesitylamine 
• 2767-47-7 dimethyltin dibromide 
• 251316-46-8 (bromodimethylstannyl)(tert-butylchloroboryl)mesitylamine 
• 1803-36-7 chlorodimethylborane 
• 7318-78-7 dichloro-methyl-borane 
• 863134-32-1 N,N-bis((dimethylamino)bromoboryl)-2,4,6-trimethylaniline 
• 863134-37-6 ((CH₃)2NB)2(NC₆H₁₁)2CN(CH₃)3C₆H₂ 

Relevant academic research and scientific papers

Monomeric N-lithioaryl- and N-lithioborylstannylamines from distannylamines

8-Aminoquinoline reacts with (dimethylamino)trimethylstannane in a 2:1 molar ratio, undergoing transamination to the distannylamine 1a. The 9-[bis(trimethylstannyl)amino]-9-borabicyclo[3.3.1]nonane (1b) is obtained by the stannazane cleavage reaction of tris(trimethylstannyl)amine with 9-chloro-9-BBN. The cleavage of one Sn-N bond of the distannylamines 1a and 1b with MeLi yields the first two monomeric N-lithioaminostannanes, 2a and 2b, which can be stored at ambient temperature without decomposition. The molecular structures of 1a, 1b, 2a, and 2b have been determined by multinuclear magnetic resonance spectra in solution, as well as by X-ray structure analysis. Characteristic features are the intramolecular adduct formation of the quinoline ring nitrogen atom with one of the stannyl groups in 1a, as well as with the lithium cation in 2a, and the surprisingly short bonds between the central nitrogen atom and the adjacent elements [d(NSn): 2.02 A, d(NB): 1.38 A, d(NC): 1.34 A, d(NLi): 1.95 A] detected in the molecular structures of the lithium salts.

Synthesis und Structure of Bis(trimethylstannyl)- and Bis(dimethylhalostannyl)amines: The Role of the Nitrogen Lone Pair

Monoaminostannanes RHN-SnMe3 (1) with substitutents R = tBu, Mes, 2,6-iPr2C6H3 are obtained by transmetallation from Me3SnX and RNH-Li, the distannylamines RN(SnMe3)2 (2) by transamination of Et2N-SnMe3 with RNH2, and bis(dimethylhalostannyl)amines R-N(SnMe2X)2 (8) by stannazane cleavage with BX3 (8n, o).Me2Sn(NtBuH)2, prepared from tBuNHLi and Me2SnBr2, decomposes with tBuNH2 elimination into the diazadistannetidine 4 already below room temperature.Information from multinuclear NMR spectra of type 2, 4, and 8 compounds ascertain the proposed relation between the value of the geminal coupling constant 2J(119Sn117Sn) of distannazanes and the Sn-N-Sn bond angle as determined by the X-ray structure analysis of 2c and of (8a)2 as well as the participation of the electron pair at the nitrogen atom with SnN bond lengths of 2.044 Angstroem and an Sn-N-Sn bond angle of 125.0 deg.The aryl group stands perpendicular to the Sn2N plane.These data exclude any ? interaction between the substituents. 2c, therefore, represents an example of a tertiary amine with the lone electron pair at the nitrogen in a p-type orbital.The supposed distannylamine (ClMe2Sn)2NMe (8a) is actually a dimer, whose unexpected structure contains a diazadistannetidine unit bearing two Me2SnCl2 groups at its nitrogen atoms in cis-configuration.This arrangement allows the formation of weak intramolecular SnCl bonds. Key Words: Amines, bis(trimethylstannyl)organyl-, bis(dimethylstannyl)organyl- / Bond cleavage, SnN / 1,3,2,4-Diazastannetidine, hexamethyl- / N,N'-Bis(dichlorodimethylstannane)