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Silver Complexes of a Novel Tripodal N-Heterocyclic Carbene Ligand:  Evidence for Significant Metal−Carbene π-Interaction

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Department of Chemistry and Biochemistry, Mail Code 0358, University of California, San Diego, 9500 Gilman Drive, La Jolla, California 92093-0358
Cite this: Organometallics 2003, 22, 4, 612–614
Publication Date (Web):January 16, 2003
Copyright © 2003 American Chemical Society

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    Abstract Image

    A novel N-heterocyclic tridentate polycarbene ligand has been synthesized and stabilized as its corresponding silver complex. An electronic structure investigation reveals significant π-bonding interactions within the Ag−carbene unit of the [(TIMEMe)2Ag3]3+ cation.


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    Text giving synthetic details and spectroscopic data for new compounds, an ORTEP plots of 1a and 2a, a calculated orbital diagram and DFT input file for 2b, and complete listings of structural parameters for 1a, 2a, and 2b. This material is available free of charge via the Internet at

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    5. Adinarayana Doddi, Marius Peters, Matthias Tamm. N-Heterocyclic Carbene Adducts of Main Group Elements and Their Use as Ligands in Transition Metal Chemistry. Chemical Reviews 2019, 119 (12) , 6994-7112.
    6. Ming-Ming Gan, Ji-Quan Liu, Le Zhang, Yao-Yu Wang, F. Ekkehardt Hahn, Ying-Feng Han. Preparation and Post-Assembly Modification of Metallosupramolecular Assemblies from Poly(N-Heterocyclic Carbene) Ligands. Chemical Reviews 2018, 118 (19) , 9587-9641.
    7. Dominik Munz . Pushing Electrons—Which Carbene Ligand for Which Application?. Organometallics 2018, 37 (3) , 275-289.
    8. Narayan Sinha and F. Ekkehardt Hahn . Metallosupramolecular Architectures Obtained from Poly-N-heterocyclic Carbene Ligands. Accounts of Chemical Research 2017, 50 (9) , 2167-2184.
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    11. Dominik M. Buck and Doris Kunz . Triazine Annelated NHC Featuring Unprecedented Coordination Versatility. Organometallics 2015, 34 (21) , 5335-5340.
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    19. Laura Palacios, Andrea Di Giuseppe, Anna Opalinska, Ricardo Castarlenas, Jesús J. Pérez-Torrente, Fernando J. Lahoz, and Luis A. Oro . Labile Rhodium(I)–N-Heterocyclic Carbene Complexes. Organometallics 2013, 32 (9) , 2768-2774.
    20. Salvador B. Muñoz, III, Wallace K. Foster, Hsiu-Jung Lin, Charles G. Margarit, Diane A. Dickie, and Jeremy M. Smith . Tris(carbene)borate Ligands Featuring Imidazole-2-ylidene, Benzimidazol-2-ylidene, and 1,3,4-Triazol-2-ylidene Donors. Evaluation of Donor Properties in Four-Coordinate {NiNO}10 Complexes. Inorganic Chemistry 2012, 51 (23) , 12660-12668.
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    24. Raffaele Credendino, Laura Falivene, and Luigi Cavallo . π-Face Donation from the Aromatic N-Substituent of N-Heterocyclic Carbene Ligands to Metal and Its Role in Catalysis. Journal of the American Chemical Society 2012, 134 (19) , 8127-8135.
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    30. Macarena Poyatos, José A. Mata and Eduardo Peris. Complexes with Poly(N-heterocyclic carbene) Ligands: Structural Features and Catalytic Applications. Chemical Reviews 2009, 109 (8) , 3677-3707.
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    78. Yue Cao, Jinghua Lv, Kai Yu, Chun-mei Wang, Zhan-hua Su, Lu Wang, Bai-bin Zhou. Synthesis and photo-/electro-catalytic properties of Keggin polyoxometalate inorganic–organic hybrid layers based on d 10 metal and rigid benzo-diazole/-triazole ligands. New J. Chem. 2017, 41 (21) , 12459-12469.
    79. Serge Ruccolo, Michael Rauch, Gerard Parkin. Tris[(1-isopropylbenzimidazol-2-yl)dimethylsilyl]methyl metal complexes, [Tism PriBenz ]M: a new class of metallacarbatranes, isomerization to a tris(N-heterocyclic carbene) derivative, and evidence for an inverted ligand field. Chemical Science 2017, 8 (6) , 4465-4474.
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    84. Simon Kaufhold, Lydia Petermann, Robert Staehle, Sven Rau. Transition metal complexes with N-heterocyclic carbene ligands: From organometallic hydrogenation reactions toward water splitting. Coordination Chemistry Reviews 2015, 304-305 , 73-87.
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    99. Gernot Frenking, Ralf Tonner. Carbodicarbenes. 2013, 216-236.
    100. Andreas Kolmer, Lukas Kaltschnee, Volker Schmidts, Lars H. Peeck, Herbert Plenio, Christina M. Thiele. The influence of electronic modifications on rotational barriers of bis-NHC-complexes as observed by dynamic NMR spectroscopy. Magnetic Resonance in Chemistry 2013, 37 , n/a-n/a.
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    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

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