2,6-Lutidine-linked bis-saturated NHC pincer ligands, silver complexes and transmetallation

被引:10
作者
Asay, Matthew [1 ]
Quezada-Miriel, Magdalena [1 ]
Ruben Ochoa-Sanfelice, J. [1 ]
Martinez-Otero, Diego [2 ]
机构
[1] Univ Nacl Autonoma Mexico, Inst Quim, Circuito Exterior S-N, Coyoacan 04510, Cdmx, Mexico
[2] UNAM, UAEM, Ctr Conjunto Invest Quim Sustentable, Lab Rayos 10, Carretera Toluca Atlacomulco Km 14-5, Toluca 50200, Estado De Mexic, Mexico
关键词
Carbene ligands; Tridentate ligands; Metalation; Transmetallation; Nickel complex; HETEROCYCLIC CARBENE COMPLEXES; CATALYTIC APPLICATIONS; BIS(N-HETEROCYCLIC CARBENE); ORGANOMETALLIC CHEMISTRY; OLEFIN METATHESIS; BOND ACTIVATION; PALLADIUM; EFFICIENT; CCC; COORDINATION;
D O I
10.1016/j.jorganchem.2018.01.044
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Pincer ligands have proven to be valuable tools in the formation of robust transition metal complexes. To date, pincer ligands have featured an extremely diverse array of structural motifs, backbones and donor units. Carbene ligands have been easily integrated into a variety of pincer ligand structures and yet there are very few examples in which saturated NHC donor moieties are featured. Saturated NHCs are known to have unique donor and acceptor properties compared to their unsaturated analogs and therefore their implementation into pincer structures should lead to new electronic properties of the coordinated metal. To expand the use of saturated NHCs in pincer ligand chemistry, a bis-NHC pincer ligand, featuring a 2,6-lutidine linker, has been synthesized. The proligand can be directly metalated using silver oxide and the silver salt has been used in transmetallation chemistry to generate Ni(II) pincer complexes. This ligand is an excellent addition to known pincer ligands and will have applications in catalysis and other areas. (C) 2018 Elsevier B.V. All rights reserved.
引用
收藏
页码:10 / 17
页数:8
相关论文
共 63 条
[1]  
Albrecht M, 2001, ANGEW CHEM INT EDIT, V40, P3750, DOI 10.1002/1521-3773(20011015)40:20<3750::AID-ANIE3750>3.0.CO
[2]  
2-6
[3]   Synthesis and characterization of a free phenylene bis(N-heterocyclic carbene) and its di-Rh complex: Catalytic activity of the di-Rh and CCC-NHC Rh pincer complexes in intermolecular hydrosilylation of alkynes [J].
Andavan, GTS ;
Bauer, EB ;
Letko, CS ;
Hollis, TK ;
Tham, FS .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2005, 690 (24-25) :5938-5947
[4]   A STABLE DIAMINOCARBENE [J].
ARDUENGO, AJ ;
GOERLICH, JR ;
MARSHALL, WJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (44) :11027-11028
[5]   Recent Advances on the Chemistry of POCOP-Nickel Pincer Compounds [J].
Asay, Matthew ;
Morales-Morales, David .
PRIVILEGED PINCER-METAL PLATFORM: COORDINATION CHEMISTRY & APPLICATIONS, 2016, 54 :239-268
[6]   31PNMR Chemical Shifts of Carbene-Phosphinidene Adducts as an Indicator of the π-Accepting Properties of Carbenes [J].
Back, Olivier ;
Henry-Ellinger, Martin ;
Martin, Caleb D. ;
Martin, David ;
Bertrand, Guy .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (10) :2939-2943
[7]   Synthetic Routes to N-Heterocyclic Carbene Precursors [J].
Benhamou, Laure ;
Chardon, Edith ;
Lavigne, Guy ;
Bellemin-Laponnaz, Stephane ;
Cesar, Vincent .
CHEMICAL REVIEWS, 2011, 111 (04) :2705-2733
[8]   Modularly designed transition metal PNP and PCP pincer complexes based on aminophosphines: Synthesis and catalytic applications [J].
Benito-Garagorri, David ;
Kirchner, Karl .
ACCOUNTS OF CHEMICAL RESEARCH, 2008, 41 (02) :201-213
[9]  
BESSEL M, 2010, SYNTHESIS, V2010
[10]   Stable carbenes [J].
Bourissou, D ;
Guerret, O ;
Gabbaï, FP ;
Bertrand, G .
CHEMICAL REVIEWS, 2000, 100 (01) :39-91