Next Article in Journal / Special Issue
Predicted Siliconoids by Bridging Si9 Clusters through sp3-Si Linkers
Previous Article in Journal
Synthesis Target Structures for Alkaline Earth Oxide Clusters
Previous Article in Special Issue
Synthesis and Functionalization of a 1,2-Bis(trimethylsilyl)-1,2-disilacyclohexene That Can Serve as a Unit of cis-1,2-Dialkyldisilene
Open AccessArticle

Synthesis and Characterization of N-Heterocyclic Carbene-Coordinated Silicon Compounds Bearing a Fused-Ring Bulky Eind Group

Department of Applied Chemistry, Faculty of Science and Engineering, Kindai University 3-4-1 Kowakae, Higashi-Osaka, Osaka 577-8502, Japan
Institute for Chemical Research, Kyoto University, Gokasho, Uji, Kyoto 611-0011, Japan
Department of Biomolecular Functional Engineering, College of Engineering, Ibaraki University, 4-12-1 Nakanarusawa, Hitachi, Ibaraki 316-8511, Japan
Graduate School of Natural Sciences, Nagoya City University Yamanohata 1, Mizuho-cho, Mizuho-ku, Nagoya, Aichi 467-8501, Japan
RIKEN Center for Emergent Matter Science (CEMS), 2-1 Hirosawa, Wako, Saitama 351-0198, Japan
Author to whom correspondence should be addressed.
Inorganics 2018, 6(1), 30;
Received: 23 December 2017 / Revised: 13 February 2018 / Accepted: 14 February 2018 / Published: 23 February 2018
(This article belongs to the Special Issue Coordination Chemistry of Silicon)
The reactions of the fused-ring bulky Eind-substituted 1,2-dibromodisilene, (Eind)BrSi=SiBr(Eind) (1a) (Eind = 1,1,3,3,5,5,7,7-octaethyl-s-hydrindacen-4-yl (a)), with N-heterocyclic carbenes (NHCs) (Im-Me4 = 1,3,4,5-tetramethylimidazol-2-ylidene and Im-iPr2Me2 = 1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene) are reported. While the reaction of 1a with the sterically more demanding Im-iPr2Me2 led to the formation of the mono-NHC adduct of arylbromosilylene, (Im-iPr2Me2)→SiBr(Eind) (2a′), a similar reaction using the less bulky Im-Me4 affords the bis-NHC adduct of formal arylsilyliumylidene cation, [(Im-Me4)2→Si(Eind)]+[Br] (3a). The NHC adducts 2a′ and 3a can also be prepared by the dehydrobromination of Eind-substituted dibromohydrosilane, (Eind)SiHBr2 (4a), with NHCs. The NHC-coordinated silicon compounds have been characterized by spectroscopic methods. The molecular structures of bis-NHC adduct, [(Im-iPr2Me2)2→Si(Eind)]+[Br] (3a′), and 4a have been determined by X-ray crystallography. View Full-Text
Keywords: silicon; N-heterocyclic carbenes; bromosilylenes; silyliumylidenes; dehydrobromination silicon; N-heterocyclic carbenes; bromosilylenes; silyliumylidenes; dehydrobromination
Show Figures

Graphical abstract

MDPI and ACS Style

Hayakawa, N.; Sadamori, K.; Mizutani, S.; Agou, T.; Sugahara, T.; Sasamori, T.; Tokitoh, N.; Hashizume, D.; Matsuo, T. Synthesis and Characterization of N-Heterocyclic Carbene-Coordinated Silicon Compounds Bearing a Fused-Ring Bulky Eind Group. Inorganics 2018, 6, 30.

Show more citation formats Show less citations formats
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

  • Supplementary File 1:

    ZIP-Document (ZIP, 8028 KB)

  • Externally hosted supplementary file 1
    Doi: 1811699
  • Externally hosted supplementary file 2
    Doi: 1811700
Back to TopTop