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@ARTICLE{Kleij:26930,
author = {Kleij, A. W. and Gossage, R. A. and Klein Gebbink, R. J. M.
and Brinkmann, N. and Reijerse, E. J. and Kragl, U. and
Lutz, M. and Spek, A. L. and van Koten, G.},
title = {{A} 'dendritic effect' in homogeneous catalysis with
carbosilane-supported arylnickel({II}) catalysts :
observation of active-site proximity effects in
atom-transfer radical addition},
journal = {Journal of the American Chemical Society},
volume = {122},
issn = {0002-7863},
address = {Washington, DC},
publisher = {American Chemical Society},
reportid = {PreJuSER-26930},
pages = {12112 - 12124},
year = {2000},
note = {Record converted from VDB: 12.11.2012},
abstract = {Transmetalation of polylithiated, carbosilane (CS)
dendrimers functionalized with the potentially terdentate
ligand [C6H2(CH2NMe2)(2)-2,6-R-4](-) ( NCN) with
NiCl2(PEt3)(2) produced a series of nickel-containing
dendrimers [GO]-N-4 (4), [G1]-Ni-12 (5), and [G2]-Ni-36 (7)
in moderate to good yields. The metallodendrimers 4, 5, and
7 are catalytically active in the atom-transfer radical
addition (ATRA) reaction (Kharasch addition reaction), viz.
the 1:1 addition of CCl4 to methyl methacrylate (MMA). The
catalytic data were compared to those obtained for the
respective mononuclear compound
[NiCl(C6H2{CH2NMe2}(2)-2,6-SiMe3-4)] (2). This comparison
indicates a fast deactivation for the dendrimer catalysts
beyond generation [GO]. The deactivation of [G1]-Ni-12 (5)
and [G2]-Ni-36 (7) is caused by irreversible formation of
catalytically inactive Ni(III) sites on the periphery of
these dendrimers. This hypothesis is supported by results of
model studies as well as ESR spectroscopic investigations.
Interestingly, the use of two alternative nickelated [G1]
dendrimers [G1]*-Ni-12 (11) and [G1]-Ni-8 (15),
respectively, in which the distance between the Ni sites is
increased, leads to significantly improved catalytic
efficiencies which approximate those of the parent
derivative 2 and [GO]-Ni-4 (4). Preliminary membrane
catalysis experiments with [GO]-Ni-4 (4) and [G1]-Ni-12 (5)
show that 5 can be efficiently retained in a membrane
reactor system. The X-ray crystal structure of the Ni(III)
complex [NiCl2(C6H2{CH2NMe2}(2)-2,6-SiMe3-4)] (16), obtained
from the reaction of 2 with CCl4, is also reported.},
keywords = {J (WoSType)},
cin = {IBT},
ddc = {540},
cid = {I:(DE-Juel1)VDB184},
pnm = {Verfahrenstechnik der Gewinnung},
pid = {G:(DE-Juel1)FUEK94},
shelfmark = {Chemistry, Multidisciplinary},
typ = {PUB:(DE-HGF)16},
UT = {WOS:000165866400006},
doi = {10.1021/ja0026612},
url = {https://juser.fz-juelich.de/record/26930},
}