A Tricyclic Aromatic Isomer of Hexasilabenzene

Abersfelder, Kai; White, Andrew J. P.; Rzepa, Henry; Scheschkewitz, David

doi:10.1126/science.1181771

Cited by 249 publications

(238 citation statements)

References 35 publications

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“…So-called siliconoids [5] are stable unsaturated neutral silicon clusters that show the characteristic structural features of silicon nanoparticles and surfaces in the molecular regime generally realized through the occurrence of one or more unsubstituted Si atoms [5][6][7][8].…”

Section: Introductionmentioning

confidence: 99%

Predicted Siliconoids by Bridging Si9 Clusters through sp3-Si Linkers

Jantke

Fässler

2018

Inorganics

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Charged and neutral silicon clusters comprising Si atoms that are exclusively connected to atoms of the same type serve as models for bulk silicon surfaces. The experimentally known nido-[Si 9 ] 4− Zintl cluster is investigated as a building block and allows for a theoretical prediction of novel silicon-rich oligomers and polymers by interconnection of such building units to larger aggregates. The stability and electronic properties of the polymers { 12 ) n }, as well as of related oligomers are presented.

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Section: Introductionmentioning

confidence: 99%

Predicted Siliconoids by Bridging Si9 Clusters through sp3-Si Linkers

Jantke

Fässler

2018

Inorganics

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“…16) and isomers of hexasilabenzene 17,18 have been synthesized as isolable molecules by taking advantage of kinetic stabilization and/or stabilization by base coordination. Their structures and properties have contributed to further understanding of the bonding and structures of organic and heavy main group element p-electron compounds.…”

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confidence: 99%

A heavy analogue of the smallest bridgehead alkene stabilized by a base

2014

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Bicyclo[1.1.0]but-1(2)-ene (BBE), one of the smallest bridgehead alkenes and C 4 H 4 isomers, exists theoretically as a reactive intermediate, but has not been observed experimentally. Here we successfully synthesize the silicon analogue of BBE, tetrasilabicyclo[1.1.0]but-1(2)-ene (Si 4 BBE), in a base-stabilized form. The results of X-ray diffraction analysis and theoretical study indicate that Si 4 BBE predominantly exists as a zwitterionic structure involving a tetrasilahomocyclopropenylium cation and a silyl anion rather than a bicyclic structure with a localized highly strained double bond. The reaction of base-stabilized Si 4 BBE with triphenylborane affords the [2 þ 2] cycloadduct of Si 4 BBE and the dimer of an isomer of Si 4 BBE, tetrasilabicyclo[1.1.0]butan-2-ylidene (Si 4 BBY). The facile isomerization between Si 4 BBE and Si 4 BBY is supported by theoretical calculations and trapping reactions. Structure and properties of a heavy analogue of the smallest bridgehead alkene are disclosed.

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“…10 The 2,6 diisopropylphenyl group (Dip) and 2,4,6 triisopropylphenyl group (Tip) have been used for the synthesis of hexasilaprismane (Sekiguchi and Sakurai, 1993), 11 tetrasila 1,3 butadiene (Weidenbruch, 1997), 12 and a chair shaped isomer of hexasilabenzene (Scheschkewitz, 2010). 13 Tokitoh and Okazaki demonstrated that the 2,4,6 tris[bis(trimethylsilyl)methyl]phenyl group (Tbt) can be used successfully for the rst isolation of silabenzene.…”

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confidence: 99%