134208-71-2

Upstream product

• 109-72-8 n-butyllithium 
• 75-77-4 chloro-trimethyl-silane 
• 24544-04-5 2,6-diisopropylbenzenamine 
• 78923-65-6 N-trimethylsilyl-2,6-diisopropylaniline 

Downstream Products

• 1257639-45-4 (2-((CH₃)2NCH₂)C₆H₄)Sn(N(SiMe₃)(2,6-diisopropylphenyl)) 

Relevant academic research and scientific papers

Structural Diversity in Alkali Metal and Alkali Metal Magnesiate Chemistry of the Bulky 2,6-Diisopropyl-N-(trimethylsilyl)anilino Ligand

Bulky amido ligands are precious in s-block chemistry, since they can implant complementary strong basic and weak nucleophilic properties within compounds. Recent work has shown the pivotal importance of the base structure with enhancement of basicity and extraordinary regioselectivities possible for cyclic alkali metal magnesiates containing mixed n-butyl/amido ligand sets. This work advances alkali metal and alkali metal magnesiate chemistry of the bulky arylsilyl amido ligand [N(SiMe3)(Dipp)]?(Dipp=2,6-iPr2-C6H3). Infinite chain structures of the parent sodium and potassium amides are disclosed, adding to the few known crystallographically characterised unsolvated s-block metal amides. Solvation by N,N,N′,N′′,N′′-pentamethyldiethylenetriamine (PMDETA) or N,N,N′,N′-tetramethylethylenediamine (TMEDA) gives molecular variants of the lithium and sodium amides; whereas for potassium, PMDETA gives a molecular structure, TMEDA affords a novel, hemi-solvated infinite chain. Crystal structures of the first magnesiate examples of this amide in [MMg{N(SiMe3)(Dipp)}2(μ-nBu)]∞(M=Na or K) are also revealed, though these breakdown to their homometallic components in donor solvents as revealed through NMR and DOSY studies.

Lithium and Dilithium Guanidinates, a Starter Kit for Metal Complexes Containing Various Mono- And Dianionic Ligands

Comparative studies of the synthesis of lithium guanidinates via nucleophilic addition of lithium amides to carbodiimides were performed. Four combinations of small or sterically crowded carbodiimide and sterically crowded lithium amide or lithium amide containing an adjacent amino donor group give ten different types of complexes. In particular, 2,6-[(CH3)2CH]2C6H3NHLi (DipNHLi, 1) reacts with (CH3)2CHN=C=NCH(CH3)2 upon the formation of the dissymmetric dimeric complex 2 with four-coordinate Li atoms. In contrast, 1 with DipN=C=NDip gives the mononuclear lithium guanidinate 3 with two-coordinate lithium by κ1-guanidinate, solvent molecule, and additional interaction with a π-electron cloud of one of the Dip groups. Analogous reactions of 2-[(CH3)2NCH2]C6H4NHLi (7) yield complexes 8 and 9, where the adjacent amino donors are always coordinated. Further deprotonation of 2, 3, 8, and 9 leads to dilithium guanidinates(2-) - 4, 5, 10, and 11, among which only 5, containing three Dip groups, is monomeric with contacts to two π-electron systems of Dip groups. The rest of the complexes are tetranuclear with different structural patterns. In the central parts of molecules, toward which the nitrogen atoms of the guanidinates are oriented, lithium atoms are usually pseudotetrahedral, but trigonal in peripheral parts. Adjacent solvent molecules, chelating amino groups, and π-electron systems of Dip groups are coordinated in order to complete coordination polyhedra. Complexes 4 and 5 deoligomerize in solution upon the formation of fluxional monomeric dilithium species. Conversely, 11 is a dimer in solution due to the strong donation of an amino group. The silylated lithium amide {2-[(CH3)2NCH2]C6H4}[(Si(CH3)3]NLi (12) reacts with both carbodiimides to give dinuclear 13 obtained from diisopropylcarbodiimide and monomeric 14 from the second carbodiimide. Complexes 13 and 14 structurally resemble 8 and 9, with the highest degree of the localization of π-electron density within the N3C guanidinate system, η3-contact to the Dip ring, and a lack of the solvent molecule in 14.

Direct access to non-symmetric lithium nitriloamidinate and disymmetric dilithium bisamidinate complexes from 1,3- or 1,4- dicyanobenzene and lithium amides

Non-symmetric lithium nitriloamidinate complexes of composition 3- or 4-(N≡C)C6H4[C(NSiMe3)(NAr)]Li(D)n where Ar is phenyl, 2,6-(CH3)2C6H3 (Dmp) or 2,6-[(CH3/sub

Facile Synthesis of Cyanide and Isocyanides from CO

The reaction of K[N(SiMe3)2] with 13CO proceeds in C6D6 or THF affording K13CN and O(SiMe3)2 under mild conditions as confirmed by crystallographic characterization of K(18-crown-6)CN. Similarly reaction of the alkali metal amides, M[N(SiR3)R′] (M=Li, K; R=Ph, Me; R′=alkyl, aryl) provides the corresponding 13C labeled isocyanide RN13C and MOSiR3, generally in high yields. In some instances, the use of the sterically bulky Ph3Si-substituent is required to preclude 1,2-silyl migration affording the silylcarbamoyl salt M[Me3SiC(O)NR′]. These reactions have been used to obtain 19 examples of 13C labelled isocyanides, and several examples of gram scale reactions are reported. The mechanism of the reactions is probed via reliable DFT calculations.

Synthesis of mono-, di-, and triaminobismuthanes and observation of C-C coupling of aromatic systems with bismuth(iii) chloride

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.

Si-C bond cleavage in the reaction of gallium chloride with lithium bis(trimethylsilyl)amide and thermolysis of base adducts of dichloro(trimethylsilyl)amido gallium compounds

The known cyclic dimer, (Me3SiNSiMe2)2 (1), was isolated in the reaction of GaCl3 with one equivalent of Li[N(SiMe3)2] at room temperature as the result of cleavage of a Si-C bond from the

Synthesis and Molecular Structure of the Solvent-Free 2 Dimer

2 (1, Ar = 2,6-iPr2C6H3) is prepared by the reaction of HN(SiMe)3Ar with nBuLi in n-hexane.This compound with an unusual structure contains a four-membered 2 heterocycle with two solvent-free two-coordinate Li centers.Its molecular stru