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Multiple Bonds with Silicon: Recent Advances in Synthesis, Structure, and Functions of Stable Disilenes

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Functional Molecular Silicon Compounds II

Part of the book series: Structure and Bonding ((STRUCTURE,volume 156))

Abstract

In the present chapter, the recent progress in the chemistry of disilenes (R2Si=SiR2) with functional groups in the last decade will be reviewed. Especially, novel synthetic routes to disilenes via functionalized disilenes and disilynes, as well as structures, properties, and selected new reactivity of disilenes, reported mainly in the last decade will be discussed. Fundamental structural and spectroscopic data of new disilenes reported after 2004 are tabulated at the end of the chapter.

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Abbreviations

12-crown-4:

1,4,7,10-Tetraoxacyclododecane

3-MP:

3-Methypentane

Ad:

Adamantyl

Ar:

Aryl

Bbp:

2,6-bis[bis(trimethylsilyl)methyl]phenyl

Bbt:

2,6-bis[bis(trimethylsilyl)methyl]-4-[tris(trimethylsilyl)methyl]phenyl

Bu:

Butyl

Cp:

Cyclopentadienyl

Cp*:

Pentamethylcyclopentadienyl

CV:

Cyclic voltammetry

Cy:

Cyclohexyl

d:

Day(s)

DMAP:

4-(Dimethylamino)pyridine

DME:

1,2-Dimethoxyethane

Dsi:

bis(trimethylsilyl)methyl

equiv:

Equivalent(s)

Et:

Ethyl

h:

Hour(s)

HOMO:

Highest occupied molecular orbital

i-Pr:

Isopropyl

LDA:

Lithium diisopropylamide

LUMO:

Lowest unoccupied molecular orbital

Me:

Methyl

Mes:

Mesityl, 2,4,6-trimethylphenyl

min:

Minute(s)

mol:

Mole(s)

Naph:

Naphthalenide

NBS:

N-bromosuccinimide

NICS:

Nucleus-independent chemical shift

Np:

Neopentyl

Nu:

Nucleophile

Ph:

Phenyl

py:

Pyridine

rt:

Room temperature

s-Bu:

sec-Butyl

SOMO:

Singly occupied molecular orbital

Tbt:

2,4,6-Tris{bis(trimethylsilyl)methyl}phenyl

t-Bu:

tert-Butyl

Tf:

Trifluoromethanesulfonyl (triflyl)

THF:

Tetrahydrofuran

Tip:

2,4,6-Triisopropylphenyl

Tol:

4-Methylphenyl

Tsi:

Tris(trimethylsilyl)methyl

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Authors and Affiliations

  1. Department of Chemistry, Graduate School of Science, Tohoku University, Aoba, Aramaki, Aoba-ku, Sendai, 980-8578, Japan

    Takeaki Iwamoto & Shintaro Ishida

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  1. Takeaki Iwamoto
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  2. Shintaro Ishida
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Correspondence to Takeaki Iwamoto .

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  1. Chair of General and Inorganic Chemistry, Saarland University, Saarbrücken, Germany

    David Scheschkewitz

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Iwamoto, T., Ishida, S. (2013). Multiple Bonds with Silicon: Recent Advances in Synthesis, Structure, and Functions of Stable Disilenes. In: Scheschkewitz, D. (eds) Functional Molecular Silicon Compounds II. Structure and Bonding, vol 156. Springer, Cham. https://doi.org/10.1007/430_2013_119

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