2-Dimethylaminoethyl amine

Di(5-nonyl)-2,2 -bipyridine A-propyl(2-pyridyl)methanimine 2,2 6, 2" -Terpyridine 4,4, 4"-Tris(5-nonyl)-2,2 6, 2"-terpyridine N, N, N, N", /V -Pentamethy ldie(hyelenetriamine 1,1,4,7,10,10-Hexamethyltriethylenetetramine Tris[2-(dimethylaminoethyl]amine Tris[(2-pyridyl)methyl]amine... 

Chromium(II) forms the trigonal bipyramidal complex [CrBr(Me6tren)]Br with the tripod ligand tris(2-dimethylaminoethyl)amine (Me6tren) (Section 35.3.4.3), and pyrazolyl-substituted ligands also form five-coordinate complex cations (Section 35.3.3.4.v see also Table 42). 

Finally, polydentate ligands can affect the geometry of a complex merely as a result of their own steric requirements. For example, we find some tetradentate ligands such as tris(2-dimethylaminoethyl)amine, [Me6tren = ((CHj NCHjCH N], form only five-coordinate complexes (Fig. 12.10), apparently because the polydentate ligand cannot span a four-coordinate tetrahedral or square planar complex and cannot conform ( fold ) to fit a portion of an octahedral coordination sphere. 

Asn = asparagine CitH2 = citric acid tu = thiourea see Thiourea), Ettu = ethylenethiourea Glu = glutamic acid Met = methionine tren = tris(2-aminoethyl)amine Mee tren = tris(2-dimethylaminoethyl)amine, en = ethane-1,2-diamine pn = propane-1,2-diamine. 

This type of reaction was reported for tris(2-methoxyethyl)aminei and for the tetraamine tris(2-diethylaminoethyl)amine (Etetren). The latter was also obtained by alkylation of A, A-diethylethylenediamine with (C2H5)2NCH2CH2-Cl. 7 The corresponding methyl derivative tris(2-dimethylaminoethyl)amine (Mestren) was prepared by methylation of tris(2-aminoethyl)amine (tren). Similarly, methylation of tris(2-thiolethyl)amine was used to prepare tris(2-methylthioethyl)amine (D = SCHs). The method reported here (Sec. C) seems more efficient, in that it avoids the intermediate synthesis of N(CH2CH2-SH)a and is based on the reaction above with NaSCHs the sodium methyl-mercaptide is either prepared in advance or in situ by the reaction of CH3SH with NaOCHa. 

Ciampolini and co-workers in Italy have prepared some 5-coordinated complexes with tris (2-dimethylaminoethyl) amine (4) (metren) and bis (2-dimethylaminoethyl) methylamine (5) (medien). Conductance and spectral data in nonaqueous media for materials such as M X2-metren preclude 6-coordinate formulation as a nonelectrolyte but favor rather a trigonal bipyramidal structure such as ... 

Five-coordinated high-spin complexes of bivalent cobalt, nickel and copper with tris(2-dimethylaminoethyl)amine, M. Ciampolini and N. Nardi, Inorg. Chem., 1966, 5, 41. 

Weitzer,M. Schindler,S. Brehm,G. Hormann,E. Jung,B. Kaderli,S. Zuberbuhler,A.D. Reversible binding of dioxygen by the copper(I) complex with tris(2-dimethylaminoethyl) amine (Me6tren) ligand. Inorg. Chem. 2003, 42, 1800-1806. 

M Me Me6 tren central (usually metal) atom in compound methyl tris-(2-dimethylaminoethyl)amine, N(CH2CH2NMe2)3... 

Materials. All chemicals and solvents where purchased from Sigma-Aldrich, Acros and Fluka at the highest available purity and used as received unless otherwise noted. NIPAAm (99%, Acros) was purified by two reciystallizations in a mixture of u-hexane and benzene (4 1 v v). CuBr (98%, Aldrich) and CuCl (97%, Aldrich) were purified by stirring with acetic acid overnight. After filtration, they were washed with ethanol and ether and then dried in vacuum oven. N,N,N ,N ,N -pentamethyldiethylenetriamine (PMDETA 99%, Aldrich) and 1,1,4,7,10,10-hexamethyltriethylenetetramine (HMTETA 97%, Aldrich) were distilled before use. Tris(2-dimethylaminoethyl)amine (MeeTREN) was prepared as described in the literature. Water was obtained from a Milli-Q PLUS (Millipore) apparatus. 

Styrene (St) (Aldrich, 99%) was used as received and /-butyl aciylate (/BA) (Aldrich, 99%) was passed through a column filled with basic alumina. Tris(2-dimethylaminoethyl)amine (MceTREN, 99 %) and tris(2-pyridylmethyl)amine (TPMA, 99 %) are commercially available from ATRP Solutions Inc (www.atrpsolutions.com). ATHPpare resin (ATRP Solutions Inc.), diethyl 2-bromo-2-methylmalonate (DEBMM) (Aldrich, 98%), copper(ll) bromide (Aldrich, 99%), tin(ll) 2-ethylhexanoate (Sn(EH)2) (Aldrich, 95%), N,N-dimethylformamide (DMF) (Aldrich, 99%), methylene chloride (Fisher Scientific), trifluoroacetic acid (TFA) (Aldrich, 99%) and 2,2 -azo-bis(isobutyronitrile) (AIBN) (Aldrich, 99%) were used as received. Fc203 particles (size < 50 nm) were purchased form Aldrich. 

Me6tren tris(2-dimethylaminoethyl)amine forms five-coordinate species [MnX(Me6tren)]X, which were among the first five-coordinate Mn species identified. More recent work has shown that the unsubstituted tren molecule also forms five-coordinate Mn species the solid compounds [MnX(tren)]BPh4 were isolated for X = N3, Cl, Br, CN, NCS and NCO and the X-ray structures of the last two have shown a basically [MnXN4]Y structure, although specific H bonding holds the cations in pairs in the solid state. Mn—NfHj) distances were near 2.2 A, Mn—N(apical), nearer 2.4 A and Mn—N(CX) were near 2.1 A. 

Tetrachlorophthalic anhydride 2-Dimethylaminoethyl amine Lithium aluminum hydride... 

The tripod ligand tris(2-dimethylaminoethyl)amine (Meetren) also displaces trimethylamine from [MCU(NMe3)2] yielding 1 1 adducts MCU-Meetren (M = Zr or HQ. On the basis of IR and HNMR data these compounds have been formulated as [MCl2 Me6tren ]Cl2 salts in which Mcetren behaves as a tetradentate ligand. Unfortunately, conductance studies proved unreliable. 

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