Gold(I) and Palladium(II) Complexes Containing the Functionalized Ylides Triarylphosphonium Cyanomethylide or 2-Cyanoethylide (R3P=CHR′, R′=CN, CH2CN)

Vicente, José; Chicote, Mariá‐Teresa; Lagunas, M. Cristina

doi:10.1002/(sici)1522-2675(19990804)82:8<1202::aid-hlca1202>3.0.co;2-g

Cited by 21 publications

References 8 publications

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Coordination Chemistry of Metal Enolato Complexes

Vicente

2010

Patai's Chemistry of Functional Groups

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Introduction Enolato Versus 2‐Oxoalkyl Coordination Reactions of Enolato Complexes to give other Enolato Complexes Aldol Reactions Protonation Reactions Coordination Chemistry of Phosphinoenolato Complexes Coordination Chemistry of Metalafurans Miscellaneous Reactions Acknowledgments

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Coordination Chemistry of Metal Enolato Complexes

Vicente

2010

Patai's Chemistry of Functional Groups

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Geminally Diaurated Aryls Bridged by Semirigid Phosphine Pillars: Syntheses and Electronic Structure

Browne

Deligonul

Anderson

et al. 2014

Chemistry A European J

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Geminally diaurated μ2 -aryl complexes have been prepared where gold(I) centers were bridged by the semirigid diphosphine ligands bis(2-diphenylphosphinophenyl)ether (DPEphos) and 4,6-bis(diphenylphosphanyl)dibenzo[b,d]furan (DBFphos). Diaurated complexes were synthesized in ligand redistribution reactions of the corresponding di-gold dichlorides with di-gold diaryls (six of them new) and silver(I) salts. Diaurated complexes were isolated as salts of the minimally coordinating anions SbF6 (-) and ReO4 (-). Efforts to prepare salts of the tetraarylborate [B(3,5-(CF3)2 C6 H3)4](-) led to transmetalation from boron, with crystallization of the fluorinated aryl complex. The new complexes were characterized by multinuclear NMR, absorption and emission spectroscopies, 77 K emission lifetimes, and by combustion analysis; three are crystallographically characterized. Structures of geminally diaurated aryl ligands are compared to those of mono-aurated analogues. Both crystal structures and density-functional theory calculations indicate slight but observable disruptions of aryl ligand aromaticity by geminal di-gold binding. An intermolecular aurophilic interaction in one structurally authenticated complex was examined computationally.

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Ylide Ligands as Building Blocks for Bioactive Group 11 Metal Complexes

Johnson

Marzo

Gimeno

2018

Chemistry A European J

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The reactivity of the phosphonium salt (cyanomethyl)triphenylphosphonium chloride and the ylide (triphenylphosphonio)cyanomethanide towards Group 11 metal complexes is described. Mononuclear neutral gold(I) and gold(III) complexes of the type [AuX{CH(CN)PPh }] or [AuX {CH(CN)PPh }] and cationic derivatives such as [AuL{CH(CN)PPh }]X have been prepared. Surprisingly, the cationic gold species could only be prepared with ligands with a large steric hindrance, such as bulky NHCs or the JohnPhos phosphine, in contrast to silver and copper derivatives, which have dimeric structures through the coordination of the metal to the cyano group of the ylide of a second complex. Bis(ylide) metal complexes have also been synthesised in which a different structure is observed for the gold complexes compared with the copper and silver complexes. Although gold forms mononuclear species, the silver complex presents a two-dimensional polymeric structure as a result of further coordination of the silver centre to the nitrogen atoms of cyano groups of further silver complexes. These complexes possess two chiral centres; the gold compound was obtained as a mixture of diastereoisomers, whereas the copper and silver derivatives afford only one diastereoisomer. These compounds were screened for their in vitro cytotoxic activity against the human lung carcinoma cell line (A549). The IC values reveal an excellent cytotoxic activity for these metal complexes compared with cisplatin.

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Gold(I) and Palladium(II) Complexes Containing the Functionalized Ylides Triarylphosphonium Cyanomethylide or 2-Cyanoethylide (R3P=CHR′, R′=CN, CH2CN)

Cited by 21 publications

References 8 publications

Coordination Chemistry of Metal Enolato Complexes

Coordination Chemistry of Metal Enolato Complexes

Geminally Diaurated Aryls Bridged by Semirigid Phosphine Pillars: Syntheses and Electronic Structure

Ylide Ligands as Building Blocks for Bioactive Group 11 Metal Complexes

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