A Stable Compound Containing a Silicon-Silicon Triple Bond

@article{Sekiguchi2004ASC,
  title={A Stable Compound Containing a Silicon-Silicon Triple Bond},
  author={Akira Sekiguchi and Rei Kinjo and Masaaki Ichinohe},
  journal={Science},
  year={2004},
  volume={305},
  pages={1755 - 1757}
}
The reaction of 2,2,3,3-tetrabromo-1,1,4,4-tetrakis[bis(trimethylsilyl)methyl]-1,4-diisopropyltetrasilane with four equivalents of potassium graphite (KC8) in tetrahydrofuran produces 1,1,4,4-tetrakis[bis(trimethylsilyl)methyl]-1,4-diisopropyl-2-tetrasilyne, a stable compound with a silicon-silicon triple bond, which can be isolated as emerald green crystals stable up to 100°C in the absence of air. The SiSi triple-bond length (and its estimated standard deviation) is 2.0622(9) angstroms, which… Expand
Formation of a 1,4-diamino-2,3-disila-1,3-butadiene derivative.
TLDR
A 1,4-diamino-2, 3-disila-1,3-butadiene derivative of composition was synthesized by reduction of the Me2-cAAC:SiCl4 adduct with KC8 and theoretical studies reveal that the silicon atoms exhibit pyramidal coordination. Expand
Access to a stable Si2N2 four-membered ring with non-Kekulé singlet biradical character from a disilyne.
TLDR
The reactions of 2 with methanol and carbon tetrachloride show that 2 has both closed-shell and radical-type reactivity, and the molecular structure of 2 was characterized by NMR spectroscopy and X-ray crystallography, revealing that2 has a planar centrosymmetric Si( 2)N(2) four-membered ring. Expand
Carbene stabilized interconnected bis-germylene and its silicon analogue with small methyl substituents.
TLDR
Compounds 1 and 2 are the first examples of REER compounds (E = Ge, Si) carrying the smallest organic group and the theoretical analysis of the structure of 1 is in agreement with the formation as an unprecedented carbene stabilized bis-germylene whereas compound 2 can be equally described as carbene stabilize bis-silylene with coordinate bonds as with classical double bonds. Expand
Twist of a Silicon-Silicon Double Bond: Selective Anti-Addition of Hydrogen to an Iminodisilene.
TLDR
The isolation of (Z)-diiminodisilyldisilene 2 featuring a highly trans-bent and twisted structure and the longest silicon-silicon double bond reported to date is reported, marking the first demonstration of hydrogen activation by a multiply bonded silicon compound under ambient conditions. Expand
Isolation of a 1-Magnesium-2,3-Disilacyclopropene and a Related Bis(disilenide).
TLDR
The first synthesis of a 1-magnesium-2,3-disilacyclopropene and a related bis(disilenide) is reported, which represents the first reported example of a stable disilyne dianion. Expand
Synthesis and Properties of Stable 1,2-Bis(metallocenyl)disilenes: Novel d–π Conjugated Systems with a Si=Si Double Bond
Stable 1,2-bis(metallocenyl)disilenes were synthesized for the first time and were characterized by spectroscopic and X-ray crystallographic analyses. On the basis of cyclic voltammograms,Expand
Interaction of π-bonds of the silicon–silicon triple bond with alkali metals: An isolable anion radical upon reduction of a disilyne
Abstract The reduction of 1,1,4,4-tetrakis[bis(trimethylsilyl)methyl]-1,4-diisopropyltetrasila-2-yne 1 with an equivalent amount of alkali metal (Li, Na, K, KC8) in THF produced the correspondingExpand
Reactivity of the disilyne RSiSiR (R = SiiPr[CH(SiMe3)2]2) toward bis(silylcyanide) forming a 1,4‐diaza‐2,3‐disilabenzene analog
The reaction of 1,1,4,4-tetrakis[bis(trimethylsilyl)methyl]-1,4-diisopropyl-2-tetrasilyne 1 with 1,3-bis(cyanodimethylsilyl)propane 4 produced the 1:1 adduct, 1,4-diaza-2,3-disilabenzene analog 5 asExpand
A remarkable base-stabilized bis(silylene) with a silicon(I)-silicon(I) bond.
TLDR
The use of an amidinate ligand with tBu substituents on the nitrogen atoms to stabilize heteroleptic silylenes and a Ge dimer is successful, and it seems that such a ligand might also stabilize a Si compound with a Si Si single bond. Expand
Synthesis of a pentasilapropellane. Exploring the nature of a stretched silicon-silicon bond in a nonclassical molecule.
TLDR
Reactivity studies provide evidence for both closed-shell and radical-type reactivity, confirming the unusual nature of the stretched silicon-silicon bond in this "nonclassical" molecule. Expand
...
1
2
3
4
5
...

References

SHOWING 1-10 OF 20 REFERENCES
Tetrasilatetrahedranide: a silicon cage anion.
TLDR
6- has been achieved by X-ray crystallography, showing that 6- is a separated ion pair and the tetrasilatetrahedranide moiety has a significantly distorted tetrahedrane skeleton containing one inverted tetrahedral (umbrella type) silicon atom. Expand
Tetramesityldisilene, a Stable Compound Containing a Silicon-Silicon Double Bond
Irradiation of 2,2-bis(2,4,6-trimethylphenyl)hexamethyltrisilane in hydrocarbon solution produces tetramesityldisilene, which can be isolated as a yellow-orange solid stable to room temperature andExpand
Chemistry of the Silicon-Silicon Double Bond
Disilenes, compounds containing silicon-silicon double bonds, can be isolated as thermally stable, yellow- or orange-colored crystalline compounds; the substituent groups at silicon must be largeExpand
Synthesis and Characterization of 2,6-Dipp2-H3C6SnSnC6H3-2,6-Dipp2 (Dipp = C6H3-2,6-Pri2): A Tin Analogue of an Alkyne
The reaction of Sn(Cl)C6H3-2,6-Dipp2 (Dipp = C6H3-2,6-Pri2) with a stoichiometric amount of potassium in benzene affords 2,6-Pri2-H3C6SnSnC6H3-2,6-Pri2 (1) as dark blue-green crystals. The compound 1Expand
Reduction of Terphenyltrifluorosilanes: C−C Insertion Products and Possible Formation of a Disilyne
The new terphenyl trifluorosilanes Mes2C6H3SiF3 (1) and Tip2C6H3SiF3 (2) have been synthesized, and their reduction behavior has been investigated in detail. Reduction with sodium in both casesExpand
Theoretical Study of an Isolable Compound with a Short Silicon‐Silicon Triple Bond, (tBu3Si)2MeSiSi≡SiSiMe(SitBu3)2
The effects of a very bulky silyl group [R**, -SiMe(SitBu3)2] — developed recently by Wiberg and co-workers — on silicon-silicon triple bonding have been investigated by density functional theory inExpand
Synthesis, Structure and Dehalogenation of the Disilene RClSi=SiClR [R = (tBu3Si)2MeSi]
The reaction of R*2MeSi−SiX2X′ (X/X′ = Cl/Br, Br/Cl) with NaR* (R* = supersilyl SitBu3) leads, probably via the silylenes R*2MeSi−SiX, to the trans-configurated disilene (R*2MeSi)ClSi=SiCl(SiMeR*2),Expand
Silicon−Silicon Triple Bonds: Do Substituents Make Disilynes Synthetically Accessible?
Effects of substituents on silicon−silicon triple bonds are investigated using density functional theory. The electronic and steric effects of electropositive silyl groups play an important role inExpand
Triple bonds between heavier Group 14 elements. A theoretical approach
Abstract By providing theoretical insight into the nature of triple bonding between heavier Group 14 elements, the electronic and steric effects of substituents on siliconsilicon triple bonds areExpand
Mehrfachbindungen in der anorganischen Chemie
Die Bindungsordnung last sich auf Grund der Kraftkonstanten fur die Einfachbindung berechnen. Mehrfachbindungen treten auf, wenn an beiden gebundenen Atomen ein Elektronenmangel vorliegt, wenn dieExpand
...
1
2
...