Hydroamination of Unactivated Alkenes Catalyzed by Novel Platinum(II) N-Heterocyclic Carbene Complexes

被引：46

作者：

Cao, Peng ^{[1
]}

Cabrera, Jose ^{[1
]}

Padilla, Robin ^{[1
]}

Serra, Daniel ^{[1
]}

Rominger, Frank ^{[2
]}

Limbach, Michael ^{[1
,3
]}

机构：

[1] CaRLa Catalysis Res Lab, D-69120 Heidelberg, Germany

[2] Heidelberg Univ, Inst Organ Chem, D-69120 Heidelberg, Germany

[3] BASF SE, D-67056 Ludwigshafen, Germany

来源：

ORGANOMETALLICS | 2012年 / 31卷 / 03期

关键词：

GOLD(I)-CATALYZED INTRAMOLECULAR HYDROAMINATION; COORDINATED OLEFINIC LIGANDS; BAEYER-VILLIGER OXIDATION; INTERMOLECULAR HYDROAMINATION; ADDITION-REACTIONS; SUPPORTING LIGANDS; ZINC COMPLEX; HALIDE-ANION; ETHYLENE; PALLADIUM;

D O I：

10.1021/om200964u

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Cationic platinum(II) complexes with bi- or tridentate (pincer) functionalized NHC ligands were found to be catalytically active in the hydroamination of unactivated alkenes. In some cases, the presence of water had an activating effect on the complexes. Reactions with the N-nucleophilic substrate morpholine led to a noncatalytic reaction in which the deprotonation product of the key cationic beta-aminoalkyl platinum complex could be isolated and characterized. Surprisingly, attempted protonation of this complex did not give the expected N-alkylated product, indicating either the thermodynamic unfavorability of C-Pt bond cleavage or its kinetic inertness.

引用

页码：921 / 929

页数：9

共 50 条

[21] Synthesis, characterization, and photophysical properties of cyclometalated N-Heterocyclic carbene Platinum(II) complexes
Mastrocinque, Francesco
Anderson, Craig M.
Elkafas, Adel M.
Ballard, Isabel V.
Tanski, Joseph M.
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2019, 880 : 98 - 107
[22] Synthesis, characterization, and photophysical properties of cyclometalated N-heterocyclic carbene platinum(II) complexes
Mastrocinque, Francesco
Anderson, Craig
Tanski, Joseph
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 256
[23] Highly Stable and Strongly Emitting N-Heterocyclic Carbene Platinum(II) Biaryl Complexes
Suter, Dominik
van Summeren, Luuk T. C. G.
Blacque, Olivier
Venkatesan, Koushik
INORGANIC CHEMISTRY, 2018, 57 (14) : 8160 - 8168
[24] On the Bonding in N-Heterocyclic Carbene Complexes of Germanium(II)
Ruddy, Adam J.
Rupar, Paul A.
Bladek, Kamila J.
Allan, Christopher J.
Avery, Jessica C.
Baines, Kim M.
ORGANOMETALLICS, 2010, 29 (06) : 1362 - 1367
[25] Pyridazine-Based N-Heterocyclic Carbene Complexes and Ruthenium-Catalyzed Oxidation Reaction of Alkenes
Liu, Xiaolong
Chen, Wanzhi
ORGANOMETALLICS, 2012, 31 (18) : 6614 - 6622
[26] Cationic palladium/N-heterocyclic carbene catalysts for hydroarylation of unactivated alkenes and telomerization of dienes.
Viciu, MS
Zinn, FK
Stevens, ED
Nolan, SP
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 226 : U657 - U657
[27] A novel N-heterocyclic carbene of platinum(II): synthesis in ionic liquids and crystal structure
Hasan, M
Kozhevnikov, IV
Siddiqui, MRH
Steiner, A
Winterton, N
JOURNAL OF CHEMICAL RESEARCH, 2000, (08) : 392 - 393
[28] Synthesis and Study of Palladium(II) and Platinum(II) Complexes Supported by a Common "Wingtip" N-Heterocyclic Carbene
Dinda, Joydev
Jhulki, Lalmohan
Kisan, Hemanta K.
Mahapatra, Pradip K.
Isab, Anvarhusein A.
Bielawski, Christopher W.
CHEMISTRYSELECT, 2018, 3 (38): : 10732 - 10737
[29] Borenium Ion Catalyzed Hydroboration of Alkenes with N-Heterocyclic Carbene-Boranes
Prokofjevs, Aleksandrs
Boussonniere, Anne
Li, Linfeng
Bonin, Helene
Lacote, Emmanuel
Curran, Dennis P.
Vedejs, Edwin
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (29) : 12281 - 12288
[30] 1,2,4-triazole-derived N-heterocyclic carbene complexes of platinum(II) as catalysts for hydroamination reactions and active anticancer agents
Van Ha Nguyen
Hung Huy Nguyen
Huy Hoang Do
INORGANIC CHEMISTRY COMMUNICATIONS, 2020, 121

← 1 2 3 4 5 →