Clark, Andrew J. published the artcileSolid-Supported Copper Catalysts for Atom-Transfer Radical Cyclizations: Assessment of Support Type and Ligand Structure on Catalyst Performance in the Synthesis of Nitrogen Heterocycles, Application of N1,N1,N2-Trimethyl-N2-(2-(methylamino)ethyl)ethane-1,2-diamine, the publication is Journal of Organic Chemistry (2006), 71(4), 1471-1479, database is CAplus and MEDLINE.
A range of solid-supported pyridinemethanimine (PMI) and polyamine ligands were prepared on SiO2, polystyrene (P), and JandaJel (JJ) supports. The CuCl and CuBr complexes of these supported ligands were used to assess both the effect of the ligand type and the nature of the support upon a representative range of Cu-mediated atom transfer radical cyclizations of 5-exo-trig Cl3CCON(Ts)CH2CH:CH2 (6), BrCMe2CONTsCH2CH:CH2 (24), MeCCl2CONTsCH2CH:CH2 (25), 5-exo-dig Me2CBrNTsCH2Cú·CH (26), 4-exo-trig Me2CBrCONBnC:C(CH2)5 (28), and 5-endo-trig derivatives Me2CBrCON(CH2Ph)R (R = 1-cyclohexen-1-yl, 27) and MeCHBrCON(CH2Ph)R (R = 1-cyclohexen-1-yl, 38) to give N-heterocycles. The effect of the nature of the support on the stereochem. outcome of the 5-exo cyclization of 25 was probed. Generally, the type of support (e.g., polystyrene, SiO2, or JandaJel) had very little effect upon the efficiency and selectivity of the processes, but the nature of the ligand type immobilized was the important factor. Thus, the 5-exo cyclization of 6 and 24–26 proceeded more rapidly with the PMI ligands, whereas 4-exo cyclizations 28 and 5-endo radical polar crossover reactions 27 and 38 proceeded more efficiently with the JJ-TEDETA ligand [Et2NCH2CH2]2NCH2CH2CO2-JJ (15). The efficiency of the supported ligands was also compared to their solution counterparts. The reusability of P-PMDETA ligand system, Me2NCH2CH2NMeCH2CH2NMeCH2CH2CH2-P (13), was assessed in the cyclization of 6.
Journal of Organic Chemistry published new progress about 61877-80-3. 61877-80-3 belongs to catalysis-chemistry, auxiliary class Aliphatic Chain, name is N1,N1,N2-Trimethyl-N2-(2-(methylamino)ethyl)ethane-1,2-diamine, and the molecular formula is C8H21N3, Application of N1,N1,N2-Trimethyl-N2-(2-(methylamino)ethyl)ethane-1,2-diamine.
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Catalysis – Wikipedia