1H-IMIDAZOLIUM, 1,1'-METHYLENEBIS[3-BUTYL-, DIIODIDE

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CAS: 432510-39-9
MF: C15H26N4+2.I-
MW: 389.29774
Synonyms: 1H-IMIDAZOLIUM, 1,1'-METHYLENEBIS[3-BUTYL-, DIIODIDE

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John W. Faller

Yale University
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Thomas Strassner

Dresden University of Technology
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Co-reporter: Yvonne Unger, Alexander Zeller, Maria A. Taige and Thomas Strassner  
pp: 4786-4794
Publication Date(Web):23 Apr 2009
DOI: 10.1039/B900655A
Although examples of nickel(II), palladium(II) and platinum(II)N-heterocyclic tetracarbene complexes are known in the literature, particularly platinum(II) tetracarbene complexes are rare. We developed a new synthetic route via biscarbene acetate complexes, which make homoleptic as well as heteroleptic platinum(II) tetracarbene complexes accessible. The reported photoluminescence data show that these complexes have good quantum yields and photostability and are a promising class of emitters for PhOLEDs. Characterization of the compounds includes a solid-state structure of the homoleptic complex bis(1,1′-diisopropyl-3,3′-methylenediimidazoline-2,2′-diylidene)platinum(II) dibromide.
Co-reporter: Yvonne Unger, Alexander Zeller, Maria A. Taige and Thomas Strassner
pp: NaN4794-4794
Publication Date(Web):2009/04/23
DOI: 10.1039/B900655A
Although examples of nickel(II), palladium(II) and platinum(II)N-heterocyclic tetracarbene complexes are known in the literature, particularly platinum(II) tetracarbene complexes are rare. We developed a new synthetic route via biscarbene acetate complexes, which make homoleptic as well as heteroleptic platinum(II) tetracarbene complexes accessible. The reported photoluminescence data show that these complexes have good quantum yields and photostability and are a promising class of emitters for PhOLEDs. Characterization of the compounds includes a solid-state structure of the homoleptic complex bis(1,1′-diisopropyl-3,3′-methylenediimidazoline-2,2′-diylidene)platinum(II) dibromide.

Chi-Ming Che

The University of Hong Kong
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Co-reporter: Taotao Zou;Dr. Ching Tung Lum;Dr. Chun-Nam Lok;Dr. Wai-Pong To;Dr. Kam-Hung Low;Dr. Chi-Ming Che
pp: 5810-5814
Publication Date(Web):
DOI: 10.1002/anie.201400142

Abstract

In the design of anticancer gold(I) complexes with high in vivo efficacy, tuning the thiol reactivity to achieve stability towards blood thiols yet maintaining the thiol reactivity to target cellular thioredoxin reductase (TrxR) is of pivotal importance. Herein we describe a dinuclear gold(I) complex (1-PF6) utilizing a bridging bis(N-heterocyclic carbene) ligand to attain thiol stability and a diphosphine ligand to keep appropriate thiol reactivity. Complex 1-PF6 displays a favorable stability that allows it to inhibit TrxR activity without being attacked by blood thiols. In vivo studies reveal that 1-PF6 significantly inhibits tumor growth in mice bearing HeLa xenograft and mice bearing highly aggressive mouse B16-F10 melanoma. It inhibits angiogenesis in tumor models and inhibits sphere formation of cancer stem cells in vitro. Toxicology studies indicate that 1-PF6 does not show systemic anaphylaxis on guinea pigs and localized irritation on rabbits.