Insertion of carbenoids into X-H bonds catalyzed by the cyclobutadiene rhodium complexes
Publication type: Journal Article
Publication date: 2018-07-01
scimago Q3
wos Q2
SJR: 0.385
CiteScore: 4.1
Impact factor: 2.4
ISSN: 0022328X, 18728561
Materials Chemistry
Organic Chemistry
Biochemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
The cyclobutadiene rhodium complex [(C4Et4)RhCl]2 (generated from [(C4Et4)Rh(p-xylene)]PF6 and BnNEt3Cl) catalyzes the reaction of methyl α-diazophenylacetate with RnX-H compounds to give the insertion products methyl 2-RnX-2-phenylacetates in 70–90% yields (RnX-H = methanol, tert-butylamine, 2,6-diisopropylaniline, morpholine, diallylamine, triethylsilane, triethylamine-borane). The stoichiometric reaction of [(C4Et4)RhI]2 with methyl α-diazophenylacetate gives the intermediate complex (C4Et4)2Rh2(μ-I)2(μ-1-carboxymethyl-1-phenylmethylene), which has a binuclear structure with bridging iodide and carbene ligands. This result indicates that catalytically active carbene species may have more complex structures than the commonly assumed LnM=CR2.
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Loskutova N. L. et al. Insertion of carbenoids into X-H bonds catalyzed by the cyclobutadiene rhodium complexes // Journal of Organometallic Chemistry. 2018. Vol. 867. pp. 86-91.
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Loskutova N. L., Perekalin D. S., Shvydkiy N. V., Nelyubina Y. V. Insertion of carbenoids into X-H bonds catalyzed by the cyclobutadiene rhodium complexes // Journal of Organometallic Chemistry. 2018. Vol. 867. pp. 86-91.
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TY - JOUR
DO - 10.1016/j.jorganchem.2017.08.010
UR - https://linkinghub.elsevier.com/retrieve/pii/S0022328X17304990
TI - Insertion of carbenoids into X-H bonds catalyzed by the cyclobutadiene rhodium complexes
T2 - Journal of Organometallic Chemistry
AU - Loskutova, Natalia L
AU - Perekalin, Dmitry S
AU - Shvydkiy, Nikita V
AU - Nelyubina, Yulia V.
PY - 2018
DA - 2018/07/01
PB - Elsevier
SP - 86-91
VL - 867
SN - 0022-328X
SN - 1872-8561
ER -
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@article{2018_Loskutova,
author = {Natalia L Loskutova and Dmitry S Perekalin and Nikita V Shvydkiy and Yulia V. Nelyubina},
title = {Insertion of carbenoids into X-H bonds catalyzed by the cyclobutadiene rhodium complexes},
journal = {Journal of Organometallic Chemistry},
year = {2018},
volume = {867},
publisher = {Elsevier},
month = {jul},
url = {https://linkinghub.elsevier.com/retrieve/pii/S0022328X17304990},
pages = {86--91},
doi = {10.1016/j.jorganchem.2017.08.010}
}