56174-66-4

Upstream product

• 103-83-3 N,N'-dimethylbenzylamine 
• 109-72-8 n-butyllithium 
• 1976-04-1 2-bromo-N,N-dimethylbenzylamine 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 

Downstream Products

• 127563-69-3 2-(but-3'-enyl)-N,N-dimethylaminomethylbenzene 
• 41839-69-4 N,N-Dimethyl-1-<2-(trimethylsilyl)phenyl>methanamin 
• 153686-71-6 [2-(dimethylaminomethyl)phenyl]vinyldichlorosilane 
• 155570-15-3 1-<(N,N-dimethylamino)methyl>-2-benzene 
• 131120-48-4 2-(dimethylaminomethyl)phenyl-t-butoxy(methyl)silane 
• 135394-60-4 bis-(2-((dimethylamino)methyl)phenyl)dichlorosilane 
• 23936-58-5 Tris<2-(dimethylaminomethyl)phenyl>phosphan 
• 135394-59-1 [2-(dimethylaminomethyl)phenyl]trichlorosilane 
• 153686-70-5 Chlor-bis<2-(dimethylaminomethyl)phenyl>silan 
• 153686-73-8 Tris<2-(dimethylaminomethyl)phenyl>silan 
• 135394-61-5 2-((dimethylamino)methyl)phenyl(phenyl)dichlorosilane 
• 155933-59-8 2-(prop-2'-enyl)-N,N-dimethylaminomethylbenzene 
• 170468-13-0 (benzene-1,2-diolato)<(2-dimethylaminomethyl)phenyl>phosphonite 
• 210547-62-9 2-(dimethylaminomethyl)phenyl-(2,4,6-trimethylphenyl)silane 

Relevant academic research and scientific papers

On the coordination chemistry of organochalcogenolates RNMe2^E- and RNMe2^E^O- (E = S, Se) onto lead(ii) and lighter divalent tetrel elements

Several families of heteroleptic tetrelenes of general formulae M(E^RNMe2)[N(SiMe3)2] and M(O^E^RNMe2)[N(SiMe3)2] (where E = S, Se; M = Ge, Sn, Pb; RNMe2 = 2-(Me2NCH2)C6H4] supported by organochalcogenolato ligands have been prepared and fully characterised. The coordination chemistry of these ligands containing both hard (N, O) and soft (S, Se) atoms onto metals of varying size, polarisability, electropositivity and electrostatic surface potential has been explored. In the molecular solid-state, the complexes M(E^RNMe2)[N(SiMe3)2] are monomeric, although an occurrence of weak Pb...Se intermolecular interactions yielding a bimolecular species has been identified in the case of the plumbylene Pb[SeC6H4(CH2NMe2)-2][N(SiMe3)2]. On the other hand, all complexes M(O^E^RNMe2)[N(SiMe3)2] form centro-symmetric bimetallic dimers with O-bridging atoms. Multinuclear (29Si, 77Se, 119Sn, 207Pb) NMR spectroscopy and crystallographic studies reveal that the metal preferably remains 3-coordinated in all these heteroleptic complexes with absence of coordination of N and S/Se atoms, unless severe depletion of electronic density onto the metal is enforced. Coordination of these heteroelements can thus be achieved either through replacement of α-CH3 substituents (as in the ligand 2-(Me2NCH2)C6H4SeCH2C(Me)2O-) by electron-withdrawing α-CF3 moieties (as in the ligand 2-(Me2NCH2)C6H4SeCH2C(CF3)2O-), or else with recourse to the use of a cationizing agent leading to the formation of the ion pair [{2-(Me2NCH2)C6H4SeCH2C(Me)2O}Pb]+·[H2N{B(C6F5)3}2]- where the cationic metal complex is associated to a weakly-coordinating anion. The data collated herein provide compelling evidence that the coordination chemistry of divalent tetrel elements with ligands featuring both hard and soft donors cannot be reliably anticipated by sole use of general concepts such as the HSAB theory. The related metal complexes containing the rigid 8-(NMe2)naphthalen-1-yl group are also discussed.

Synthesis and structural characterization of mercury(II) metal complexes containing the 2-(Me2NCH2)C6H4Se ligand

The heteroleptic mercury(II) complex [HgCl{SeC6H4(CH2NMe2)-2}] (1) was prepared by reacting the corresponding lithium organoselenolate in an equimolar ratio with HgCl2. The complex [Hg(SCN){SeC6H4(CH2NMe2)-2}] (

New silver(I) and mercury (II) metal complexes containing the heteroleptic diorganoselenium(II) ligand (n-Bu)[2-(Me2NCH2)C6H4]Se. synthesis and structural characterization

The new ligand (n-Bu)[2-(Me2NCH2)C6H4]Se (1) was obtained, in very good yield and its coordination behaviour was investigated towards AgOTf (OTf = trifluoroacetate) and HgCl2. Ligand 1 and the metal c

Experimental evidence for hypercoordination in triorganotelluronium halides with 2-(Me2NCH2)C6H4 groups

Heteroleptic triorganotelluronium chlorides of the type [RPh2Te]+Cl- (1) and [R2PhTe]+Cl- (4) [R = 2-(Me2NCH2)C6H4] were obtained by reacting Ph2TeCl2 with RLi in 1:1 and 1:2 molar ratios. The reaction of TeCl4 with RLi (a 1:3 molar ratio) afforded a mixture of [R3Te]+Cl- (7) and [R2Te(OH)]+Cl- (10) after separation by column chromatography. Halogen exchange reactions using KX resulted in the corresponding [RPh2Te]+X- [X = Br (2), I (3)], [R2PhTe]+X- [X = Br (5), I (6)] and [R3Te]+X- [X = Br (8), I (9)]. The compounds were characterized by multinuclear NMR spectroscopy and mass spectrometry. The NMR spectra are similar for each series of triorganotelluronium halides (1-3, 4-6 and 7-9, respectively) and no clear evidence for N→Te interactions in solution could be concluded at room temperature, except in the case of compounds 4-6 for which the 1H resonance of the CH2N protons in the pendant arms appears as an AB spin system. For compounds 7 and 10 the low temperature 1H and 13C NMR spectra are consistent with intramolecularly coordinated pendant arms. The solid state structures for compounds 1, 1·0.5CH2Cl2, 3, 4·H2O, 5·H2O, 6, 7·H2O and 10 were determined by single-crystal X-ray diffraction. For all compounds the nitrogen atom of a pendant arm is involved in an intramolecular N→Te interaction in the range 2.571(3)-2.839(8) ?. This results in hypercoordinated triorganotelluronium(iv) cations with different distorted coordination geometries: "see saw" in 1-3, square pyramidal in 4-6 and 10, and octahedral in 7. Further secondary interactions between cations, anions and water molecules were observed in the crystals of these species, resulting in different supramolecular associations.

Complex Boron-Containing Molecules through a 1,2-Metalate Rearrangement/anti-SN2′ Elimination/Cycloaddition Reaction Sequence

The three-component coupling of benzylamines, boronic esters, and 4-phenyl-3 H -1,2,4-triazole-3,5(4 H)-dione (PTAD) is reported. The boronate complex formed from an ortho -lithiated benzylamine and a boronic ester undergoes a stereospecific 1,2-metalate rearrangement/ anti -S N 2′ elimination in the presence of an N-activator to provide a dearomatized tertiary boronic ester. Interception of this dearomatized intermediate with a dienophile leads to stereopredictable cycloaddition reactions to generate highly complex three-dimensional boron-containing molecular structures. When enantioenriched α-methyl-substituted benzylamines are employed, the corresponding cycloaddition adducts are formed with excellent enantiospecificities.

Ortho-lithiations reassessed: The advantages of deficiency catalysis in hydrocarbon media

Hydrocarbon media based metalation procedures involving "deficiency catalysis" are described for the ortho-lithiation of anisole (A), p-chloroanisole (p-ClA), o-, m-, p-methylanisoles (o-, m-, p-MA), the three dimethoxybenzenes (DMB's), dimethylaniline (DMA), dimethybenzylamine (DMBA), m-methoxydimethylaniline (m-MeODMA), and tetramethyl-p-phenylenediamine (p-TMPDA). These procedures involve certain mechanistic considerations, which must be fine-tuned to maximize the extent of metalation (EoM). Our working hypothesis is that a controlled deoligomerization of the n-BuLi hexamer found in hydrocarbon media will afford a "sweet spot" of deoligomerization such that a maximally efficient metalation medium can be formed. In many cases, a substoichiometric ratio of equivalent TMEDA to n-BuLi is 0.1-0.2:1.0, but certain substrates suffer multiple sites of metalation under these conditions, so different promoted hydrocarbon media systems incorporating measured equivalents of an ether have been formulated. This paper represents the summary of our successful efforts to render ortho-lithiations safer, greener, and more atom-economical by use of hydrocarbon solvent media. EoM's of 11 of the 12 substrates under these atom-economical conditions range from 87 to 97%.

A strategy for the synthesis of well-defined iron catalysts and application to regioselective diene hydrosilylation

We report the development of a well-defined Fe catalyst and its application to the regio-and stereoselective 1,4-hydrosilylation of 1,3-dienes. To the best of our knowledge, this is the first example of accessing a characterized low-valent Fe catalyst by controlled reductive elimination from a readily accessible Fe precatalyst.

Amine-chelated aryllithium reagents - Structure and dynamics

Multinuclear NMR studies of five-membered-ring amine chelated aryllithium reagents 2-lithio-N,N-dimethylbenzylamine (1), the diethylamine and diisopropylamino analogues (2, 3), and the o-methoxy analogue (4), isotopically enriched in 6Li and s