Unsymmetrical pincer CNN palladium complex of 7-ferrocenylmethyl-3-methyl-3,7-diazabicyclo[3.3.1] nonane

被引：13

作者：

Bulygina, Ludmila A. ^{[1
]}

Kagramanov, Nikolay D. ^{[1
]}

Khrushcheva, Natalya S. ^{[1
]}

Lyssenko, Konstantin A. ^{[1
]}

Peregudov, Aleksander S. ^{[1
]}

Sokolov, Viacheslav I. ^{[1
]}

机构：

[1] Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, 28 Vavilov St, Moscow 119991, Russia

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2017年 / 846卷

关键词：

Ferrocene; Bispidine; Unsymmetrical CNN pincer palladium(II) complex; Catalytic activity; C-C cross-coupling reactions; AZA-CLAISEN REARRANGEMENT; SUZUKI-MIYAURA REACTIONS; CRYSTAL-STRUCTURE; ASYMMETRIC CYCLOPALLADATION; COORDINATION CHEMISTRY; CHELATED PALLADACYCLES; FERROCENYL LIGANDS; METAL-COMPLEXES; HECK REACTION; CATALYSTS;

D O I：

10.1016/j.jorganchem.2017.06.009

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The new unsymmetrical ferrocenyl containing bispidine derivative 7 was synthesized as a ligand precursor in five steps starting from N-Boc-4-oxopiperidine. The corresponding palladium CNN pincer complex 8 was prepared by direct cyclopalladation of the ligand 7 with Li2PdCl4 in MeOH. The molecular structure of the obtained palladacycle was determined by multinuclear NMR (H-1, C-13, N-15) and confirmed by X-ray diffraction analysis. The pincer complex 8 demonstrated high catalytic activity in some cross-coupling reactions of aryl halides with phenylboronic acid, norbornene and ethyl acrylate. (C) 2017 Elsevier B.V. All rights reserved.

引用

页码：169 / 175

页数：7

共 9 条

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L. A. Bulygina
N. S. Khrushcheva
A. S. Peregudov
V. I. Sokolov
Russian Chemical Bulletin, 2016, 65 : 2479 - 2484
[2] Cyclopalladate complex of 3-benzyl-7-methyl-3,7-diazabicyclo[3.3.1]nonane
Bulygina, L. A.
Khrushcheva, N. S.
Peregudov, A. S.
Sokolov, V. I.
RUSSIAN CHEMICAL BULLETIN, 2016, 65 (10) : 2479 - 2484
[3] Quantitative determination of conformational equilibria in 3,7-diazabicyclo[3.3.1]nonane derivatives
Brukwicki, T
JOURNAL OF MOLECULAR STRUCTURE, 1998, 446 (1-2) : 69 - 73
[4] Distortional isomerism with copper(I) complexes of 3,7-diazabicyclo[3.3.1]nonane derivatives
Born, Karin
Comba, Peter
Kerscher, Marion
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[5] Synthesis of Natural Compounds Based on the [3,7]-Diazabicyclo[3.3.1]nonane (Bispidine) Core
Sacchetti, Alessandro
Rossetti, Arianna
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (10) : 1491 - 1507
[6] Synthesis of unsymmetrical pincer CNN palladium complex of 8-dimethylamino-3-ferrocenylmethyl-3-azabicyclo[3.2.1]octane and its catalytic activity in the Suzuki reaction
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[7] The 3,7-diazabicyclo[3.3.1]nonane scaffold for subtype selective nicotinic acetylcholine receptor ligands. Part 2: Carboxamide derivatives with different spacer motifs
Eibl, Christoph
Munoz, Lenka
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[8] 5,6-Membered CNN palladium pincer complexes of 3-benzyl-8-dimethylamino-3-azabicyclo[3.2.1]octane and 3-benzyl-9-dimethylamino-3-azabicyclo[3.3.1]nonane
Bulygina, Ludmila A.
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Lyssenko, Konstantin A.
Peregudov, Aleksander S.
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2019, 887 : 64 - 70
[9] The 3,7-diazabicyclo[3.3.1]nonane scaffold for subtype selective nicotinic acetylcholine receptor (nAChR) ligands. Part 1: The influence of different hydrogen bond acceptor systems on alkyl and (hetero)aryl substituents
Eibl, Christoph
Tomassoli, Isabelle
Munoz, Lenka
Stokes, Clare
Papke, Roger L.
Guendisch, Daniela
BIOORGANIC & MEDICINAL CHEMISTRY, 2013, 21 (23) : 7283 - 7308

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