50612-53-8

Upstream product

• 97-94-9 triethyl borane 
• 75-64-9 tert-butylamine 
• 184864-53-7 (CH₃)3CNHSN(C(CH₃)3)B(C₂H₅)2 
• 2056-74-8 bis(tert-butyl)sulfur diimide 
• 503027-51-8 tert-butyl selenium(IV) diimide 
• 210878-92-5 tetrakis(N-tert-butylsulfurdiimido)tin 

Relevant academic research and scientific papers

Tetrakis(sulfurdiimido)silane, -germane and -stannane

Two tetrakis(sulfurdiimido)silanes [Si(NSNR)4 (R = tBu 1a, SiMe3 1b)], two germanes [Ge(NSNR)4 (R = tBu 2a, SiMe3 2b)] and one stannane [Sn(NSNtBu)4Sn 3a] were prepared and chara

Reaction of sulfur diimides with organoboranes - Studied by multinuclear magnetic resonance in solution

Reactions between sulfur diimides R(NSN)R′ (R = R′ = tBu (1a), SiMe3 (1b), SnMe3 (1c); R = tBu, R′ = SnMe3 (1d); R = SiMe3, R′ = SnMe3 (1e)) and various organoboranes were studied, and the products were characterised by multinuclear magnetic resonance data (1H, 11B, 13C, 15N, 29Si and 119Sn NMR). Tetraalkyldiboranes(6) (Et2BH2BEt2 (2), dimeric 9-borabicyclo[3.3.1]nonane (3)) react with 1a and 1b by 1,3-hydroboration to give the N-sulfanyl-dialkylaminoboranes 4 and 5 which are instable with respect to elimination of short-lived [R-NS]. Trialkylboranes (Et3B (8)) react only sluggishly with 1a, but more readily with 1b mainly via S-ethylation, formally a 1,2-ethyloboration, to give the diethylborylamido-imino-ethanesulfinic acid 9b. Compound 9b decomposes slowly at room temperature via ethene elimination to give 4b, followed by further decomposition via [R-NS] elimination. The compounds 9 can be prepared independently from the reaction between the N-lithio-imino-ethanesulfinic acid amide 10 and diorganoboron halides. The molecular structure of the lithium amide 10a (R = R′ = tBu) was determined by X-ray analysis as a dimer in which the four nitrogen, two sulfur and two lithium atoms adopt a boat conformation, in contrast with other known derivatives of this type. If the sulfur diimides bear at least one trimethylstannyl group (1c-e), their reactions with Et3B (8), iPr3B (12) or 9-iso-butyl-9-borabicyclo[3.3.1]nonane (13) lead to the novel aminoboranes 14-16. These are products of a 1,1-organoboration, since the Me3Sn group moves from one nitrogen atom to the other, and both the boryl and an alkyl group end up at the same nitrogen atom.

Ethyloboration of selenium dioxide and selenium bis(terr-butylimide) molecular structure of an orgaeo-substituted eight-membered t-boseo-2 heterocycle111

Both selenium dioxide (1) and selenium bis(feri-butylimide) (2) react with triethylborane (A) by 1, 2-ethyloboration. In the case of 1, ethane, ethene., diethylselane (4a), tetraethyldiboroxane (Et2B)2O (B), triethylboroxine (EtBO)3 (D) and a cyclic compound [-Et2BOSe(Et)O-]2 (52) are formed after heating to 65 °C. Compound 52 is also formed when 1 reacts with B. Treatment of selenous acid (3) with A or, preferentially for synthetic purposes, with B provides further routes to 52. The reaction of the diimide 2 with A starts already below -50°C: a cyclic ethaneselenic acid derivative 6, Et2EN(tBu)-Se(Et)N(Bu, is formed, and 6 starts to decompose at -50°C by elimination of ethene to give finally (feri-butylamino)diethylborane (8), bis(diethylboryl)-terf-butylamine (9), and Et2Se (4a). Transborylation of 52 with (9-BBN)2O (C) affords [-(9-BBN)OSe(Et)O-]2 (102), which crystallizes in the monoclinic space group P21/n with the lattice constants (118 K) a= 667.1(1), b= 1282.5(1), c= 1289.1(1) pm and = 93.06(1). All reactions were monitored by 11B- and 77SeNMR spectroscopy. Furthermore, the reactions of 1 with A and B and the transborylations were studied by 17O-NMR spectroscopy using the 17O-enriched compounds 1(17O), B(17O), C(17O), andD(17O). VCH Verlagsgesellschaft mbH, , 1996.