Synthesis and characterizations ofN,N′-bis(diphenylphosphino)-2-(aminomethyl)aniline derivatives: application of a palladium(II) complex as pre-catalyst in Heck and Suzuki cross-coupling reactions
Тип публикации: Journal Article
Дата публикации: 2009-03-01
scimago Q2
БС1
SJR: 0.515
CiteScore: 6.5
Impact factor: 3.7
ISSN: 02682605, 10990739
General Chemistry
Inorganic Chemistry
Краткое описание
The reaction of 2-(aminomethyl)aniline with 2 equivalents of PPh2Cl in the presence of Et3N, proceeds in CH2Cl2 to give N,N′-bis(diphenylphosphino)-2-(aminomethyl)aniline 1 in good yield. Oxidation of 1 with aqueous H2O2, elemental sulfur or gray selenium gave the corresponding oxide, sulfide and selenide dichalcogenides [Ph2P(E)NHC6H4CH2NHP(E)Ph2] (E: O, 2a; S, 2b; Se, 2c), respectively. The reaction of [Ph2PNHC6H4CH2NHPPh2] with PdCl2(cod), PtCl2(cod) and [Cu(MeCN)4]PF6 gave the corresponding chelate complexes, PdCl21, PtCl21 and [Cu(1)2]PF6. The new compounds were fully characterized by NMR, IR spectroscopy and elemental analysis. The catalytic activity of the Pd(II) complex was tested in the Suzuki coupling and Heck reactions. The Pd(II) complex catalyzes the Suzuki coupling and Heck reaction, affording biphenyls and stilbenes respectively, in good yields. Copyright © 2009 John Wiley & Sons, Ltd.
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Aydemir M. et al. Synthesis and characterizations ofN,N′-bis(diphenylphosphino)-2-(aminomethyl)aniline derivatives: application of a palladium(II) complex as pre-catalyst in Heck and Suzuki cross-coupling reactions // Applied Organometallic Chemistry. 2009. Vol. 23. No. 3. pp. 108-113.
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Aydemir M., Baysal A., Ozturk G., Gümgüm B. Synthesis and characterizations ofN,N′-bis(diphenylphosphino)-2-(aminomethyl)aniline derivatives: application of a palladium(II) complex as pre-catalyst in Heck and Suzuki cross-coupling reactions // Applied Organometallic Chemistry. 2009. Vol. 23. No. 3. pp. 108-113.
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TY - JOUR
DO - 10.1002/aoc.1477
UR - https://doi.org/10.1002/aoc.1477
TI - Synthesis and characterizations ofN,N′-bis(diphenylphosphino)-2-(aminomethyl)aniline derivatives: application of a palladium(II) complex as pre-catalyst in Heck and Suzuki cross-coupling reactions
T2 - Applied Organometallic Chemistry
AU - Aydemir, Murat
AU - Baysal, Akın
AU - Ozturk, Gulsen
AU - Gümgüm, Bahattin
PY - 2009
DA - 2009/03/01
PB - Wiley
SP - 108-113
IS - 3
VL - 23
SN - 0268-2605
SN - 1099-0739
ER -
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@article{2009_Aydemir,
author = {Murat Aydemir and Akın Baysal and Gulsen Ozturk and Bahattin Gümgüm},
title = {Synthesis and characterizations ofN,N′-bis(diphenylphosphino)-2-(aminomethyl)aniline derivatives: application of a palladium(II) complex as pre-catalyst in Heck and Suzuki cross-coupling reactions},
journal = {Applied Organometallic Chemistry},
year = {2009},
volume = {23},
publisher = {Wiley},
month = {mar},
url = {https://doi.org/10.1002/aoc.1477},
number = {3},
pages = {108--113},
doi = {10.1002/aoc.1477}
}
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Aydemir, Murat, et al. “Synthesis and characterizations ofN,N′-bis(diphenylphosphino)-2-(aminomethyl)aniline derivatives: application of a palladium(II) complex as pre-catalyst in Heck and Suzuki cross-coupling reactions.” Applied Organometallic Chemistry, vol. 23, no. 3, Mar. 2009, pp. 108-113. https://doi.org/10.1002/aoc.1477.