N-heterocyclic carbene Pt(II) complexes from caffeine: synthesis, structures and photoluminescent properties

被引：42

作者：

Hu, Jian Jin ^{[2
]}

Bai, Shi-Qiang ^{[2
]}

Yeh, Hsiu Hsuan ^{[4
]}

Young, David J. ^{[1
]}

Chi, Yun ^{[4
]}

Hor, T. S. Andy ^{[2
,3
]}

机构：

[1] Univ Brunei Darussalam, Fac Sci, BE-1410 Jalan Tungku Link, Gadong, Brunei

[2] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore

[3] Agcy Sci Technol & Res, Inst Mat Res & Engn, Singapore 117602, Singapore

[4] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan

来源：

DALTON TRANSACTIONS | 2011年 / 40卷 / 17期

关键词：

SUZUKI-MIYAURA REACTION; C COUPLING REACTIONS; PD-PEPPSI-IPR; PD(II) COMPLEXES; PLATINUM(II) COMPLEXES; PALLADIUM(II) COMPLEXES; CATALYTIC-ACTIVITIES; PHOSPHINE-LIGANDS; STERICALLY BULKY; METAL-COMPLEXES;

D O I：

10.1039/c0dt01380c

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The caffeine-derived N-heterocyclic carbene (NHC) complex [Pt-II((CN)-N-boolean AND)(NHC)Cl] ((CN)-N-boolean AND = 2-phenylpyridine), 4 has the opposite stereochemistry and a shorter Pt-C-carbene bond compared to that of an analogous benzimidazole-derived N,N-heterocyclic carbene (NNHC) Pt complex 2. These suggest a lower trans influence of pyridyl N compared to cyclometallated carbon and an increased Pt-NHC pi-backbonding because of decreased pi-donation resulting from conjugation to the electron deficient pyrimidine of caffeine. Complex 4 has a lower emission quantum yield (Phi) and is blue-shifted into the green region of the visible spectrum relative to non-carbene Pt(II) cyclometalated complex 5.

引用

页码：4402 / 4406

页数：5

共 66 条

[1] A STABLE CRYSTALLINE CARBENE [J].

ARDUENGO, AJ ;

HARLOW, RL ;

KLINE, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (01) :361-363

[2] Functionalized 1,2,3-triazoles as building blocks for photoluminescent POLOs (polymers of oligomers) of copper(I) [J].

Bai, Shi-Qiang ;

Kwang, Jia Yi ;

Koh, Lip Lin ;

Young, David J. ;

Hor, T. S. Andy .

DALTON TRANSACTIONS, 2010, 39 (10) :2631-2636

[3]

*BRUK A X S GMBH, 2000, SMART VERS 5 631 SAI

[4] ELECTRON-RICH OLEFIN AS A SOURCE OF CO-ORDINATED CARBENE - SYNTHESIS OF TRANS-PTCL2[C(NPHCH2]2]PET3 [J].

CARDIN, DJ ;

CETINKAY.B ;

LAPPERT, MF ;

MANOJLOV.L ;

MUIR, KW .

JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (08) :400-&

[5] Platinum(II) complexes with pyridyl azolate-based chelates: Synthesis, structural characterization, and tuning of photo- and electrophosphorescence [J].

Chang, SY ;

Kavitha, J ;

Li, SW ;

Hsu, CS ;

Chi, Y ;

Yeh, YS ;

Chou, PT ;

Lee, GH ;

Carty, AJ ;

Tao, YT ;

Chien, CH .

INORGANIC CHEMISTRY, 2006, 45 (01) :137-146

[6] Transition-metal phosphors with cyclometalating ligands: fundamentals and applications [J].

Chi, Yun ;

Chou, Pi-Tai .

CHEMICAL SOCIETY REVIEWS, 2010, 39 (02) :638-655

[7] N,S-Heterocyclic Carbene Complexes [J].

Chien, Sheau W. ;

Yen, Swee K. ;

Hor, T. S. Andy .

AUSTRALIAN JOURNAL OF CHEMISTRY, 2010, 63 (05) :727-741

[8] Phosphine- and pyridine-functionalized N-heterocyclic carbene methyl and allyl complexes of palladium. Unexpected regiospecificity of the protonation reaction of the dimethyl complexes [J].

Danopoulos, Andreas A. ;

Tsoureas, Nikolaos ;

Macgregor, Stuart A. ;

Smith, Christopher .

ORGANOMETALLICS, 2007, 26 (02) :253-263

[9] Palladium Complexes of Planar Chiral Ferrocenyl Phosphine-NHC Ligands: New Catalysts for the Asymmetric Suzuki-Miyaura Reaction [J].

Debono, Nathalie ;

Labande, Agnes ;

Manoury, Eric ;

Daran, Jean-Claude ;

Poli, Rinaldo .

ORGANOMETALLICS, 2010, 29 (08) :1879-1882

[10] Electronic properties of n-heterocyclic carbene (NHC) ligands: Synthetic, structural, and spectroscopic studies of (NHC)Platinum(II) complexes [J].

Fantasia, Serena ;

Petersen, Jeffrey L. ;

Jacobsen, Heiko ;

Cavallo, Luigi ;

Nolan, Steven P. .

ORGANOMETALLICS, 2007, 26 (24) :5880-5889

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