Palladium(II) Complexes with N-Phosphine Oxide-Substituted Imidazolylidenes (Poxlms): Coordination Chemistry and Catalysis

被引:12
作者
Branzi, Lorenzo [1 ]
Franco, Dario [1 ]
Baron, Marco [1 ]
Armelao, Lidia [1 ,2 ]
Rancan, Marzio [2 ]
Sgarbossa, Paolo [3 ]
Biffis, Andrea [1 ]
机构
[1] Univ Padua, Dipartimento Sci Chim, Via F Marzolo 1, I-35131 Padua, Italy
[2] ICMATE CNR, Via F Marzolo 1, I-35131 Padua, Italy
[3] Univ Padua, Dipartimento Ingn Ind, Via F Marzolo 9, I-35131 Padua, Italy
关键词
HETEROCYCLIC-CARBENE COMPLEXES; TRANSITION-METAL-COMPLEXES; FRUSTRATED LEWIS PAIRS; SUZUKI-MIYAURA; (NHC)PD(ALLYL)CL NHC; LIGANDS SYNTHESIS; PHOSPHANYL; ETHYLENE; COPOLYMERIZATION; REACTIVITY;
D O I
10.1021/acs.organomet.9b00185
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The coordination chemistry of N-phosphine oxide-substituted imidazolylidenes (PoxIms) as heteroditopic, hemilabile ligands toward palladium(II) has been investigated. Both bis-carbene and mono-carbene complexes can be prepared, but the latter are accessible only in the presence of ancillary ligands that do not easily dissociate from the metal center. The phosphanyl oxide group was found to often coordinate to palladium(II) as well, though this interaction appears to be weak as this group is indeed easily replaced by, e.g., a solvent molecule. The resulting complexes have been tested as catalysts in the low-temperature Suzuki reaction of 4-chloroanisole with phenylboronic acid and they show promise for further optimization studies.
引用
收藏
页码:2298 / 2306
页数:9
相关论文
共 63 条
[1]   N-Phosphanyl- and N,N′-Diphosphanyl-Substituted N-Heterocyclic Carbene Chromium Complexes: Synthesis, Structures, and Catalytic Ethylene Oligomerization [J].
Ai, Pengfei ;
Danopoulos, Andreas A. ;
Braunstein, Pierre .
ORGANOMETALLICS, 2015, 34 (16) :4109-4116
[2]   Aurophilicity-Triggered Assembly of Novel Cyclic Penta- and Hexanuclear Gold(I) Complexes with Rigid Anionic NHC-Type Ligands [J].
Ai, Pengfei ;
Danopoulos, Andreas A. ;
Braunstein, Pierre .
INORGANIC CHEMISTRY, 2015, 54 (08) :3722-3724
[3]   A novel, rigid diphosphine with an active NHC spacer; di- and trinuclear complexes of d10 coinage metals [J].
Ai, Pengfei ;
Danopoulos, Andreas A. ;
Braunstein, Pierre ;
Monakhovc, Kirill Yu. .
CHEMICAL COMMUNICATIONS, 2014, 50 (01) :103-105
[4]  
Anderson G.K., 2007, INORGANIC SYNTHESES, P60
[5]   Palladium(II) and platinum(II) complexes of the heterodifunctional ligand Ph(2)PNHP(O)Ph(2) [J].
Bhattacharyya, P ;
Slawin, AMZ ;
Smith, MB ;
Woollins, JD .
INORGANIC CHEMISTRY, 1996, 35 (12) :3675-3682
[6]   Sulfur-functionalized N-heterocyclic carbenes and their transition metal complexes [J].
Bierenstiel, Matthias ;
Cross, Edward D. .
COORDINATION CHEMISTRY REVIEWS, 2011, 255 (5-6) :574-590
[7]   Pd Metal Catalysts for Cross-Couplings and Related Reactions in the 21st Century: A Critical Review [J].
Biffis, Andrea ;
Centomo, Paolo ;
Del Zotto, Alessandro ;
Zeccal, Marco .
CHEMICAL REVIEWS, 2018, 118 (04) :2249-2295
[8]   Advances in Transition-Metal-Catalysed Alkyne Hydroarylations [J].
Biffis, Andrea ;
Tubaro, Cristina ;
Baron, Marco .
CHEMICAL RECORD, 2016, 16 (04) :1742-1760
[9]   Poly-NHC Complexes of Transition Metals: Recent Applications and New Trends [J].
Biffis, Andrea ;
Baron, Marco ;
Tubaro, Cristina .
ADVANCES IN ORGANOMETALLIC CHEMISTRY, VOL 63, 2015, 63 :203-288
[10]  
Branzi L, UNPUB