Chapter 2. Theoretical Aspects of Organosilicon Compounds

  1. Saul Patai Professor and
  2. Zvi Rappoport
  1. Yitzhak Apeloig

Published Online: 10 AUG 2004

DOI: 10.1002/0470025107.ch2

Organic Silicon Compounds Volume 1 and Volume 2 (1989)

Organic Silicon Compounds Volume 1 and Volume 2 (1989)

How to Cite

Apeloig, Y. (1989) Theoretical Aspects of Organosilicon Compounds, in Organic Silicon Compounds Volume 1 and Volume 2 (1989) (eds S. Patai and Z. Rappoport), John Wiley & Sons, Ltd, Chichester, UK. doi: 10.1002/0470025107.ch2

Editor Information

  1. The Hebrew University, Jerusalem, Israel

Author Information

  1. Department of Chemistry, Technion — Israel Institute of Technology, Haifa 32000, Israel

Publication History

  1. Published Online: 10 AUG 2004
  2. Published Print: 25 JAN 1989

Book Series:

  1. PATAI'S Chemistry of Functional Groups

Book Series Editors:

  1. Saul Patai

Series Editor Information

  1. The Hebrew University, Jerusalem, Israel

ISBN Information

Print ISBN: 9780471919933

Online ISBN: 9780470025109

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Summary

This chapter contains sections titled:

  • Introduction

  • Theoretical Methodology

    • Ab Initio Methods

      • Basis Sets

        • Minimal Basis Sets

        • Double-zeta Basis Sets

        • Split Valence Basis Sets

        • Polarized Basis Sets

        • Extended Basis Sets

        • Pseudopotentials

      • Post Hartree–Fock Calculations

    • Geometry Optimization

    • Frequency and Zero-point Energy Calculations

    • Semiempirical Methods

    • Force-field Methods

    • Practical Considerations and Nomenclature

  • Comparison of the Carbon and Silicon Atoms

  • Singly Bonded Silicon Compounds

    • Monosubstituted Singly Bonded Silicon Compounds

      • Structural Trends

      • H3Si–X Bond Strengths

      • Individual H3SiX Molecules

        • SiH4

        • CH3CH3, CH3SiH3 and H3SiSiH3

        • H3SiNH2 and H3SiPH2

        • H3SiOH and H3SiSH

        • H3SiLi

        • H3SiCN and H3SiNC

        • H3SiCH2OH and H2C[DOUBLE BOND]C(SiH3)OH

    • Larger Non-cyclic Singly Bonded Silicon Compounds

      • Multiply Substituted Silicon Systems of the Type HnSiX4−n

        • H2SiLi2 and H2SiNa2

        • Fluorosilanes

        • H2Si(OH)2 and H2Si(SH)2

        • HSi(OH)3 and HSi(SH)3

        • Si(OH)4

        • SiF4

        • H2Si(SiH3)2

      • Disiloxane (H3SiOSiH3) and Methyl Silyl Ether (H3COSiH3)

    • Singly Bonded Cyclic Compounds

      • Saturated Cyclopolysilanes

        • Monocyclic Compounds

        • Polyhedral Silanes

        • Silicon Analogues of Tetrahedrane, Prismane and Cubane

      • Hetero-substituted Saturated Cyclopolysilanes

        • Three-membered Ring Compounds

        • Four-membered Ring Compounds

        • Miscellaneous Silicon Ring Compounds

  • Multiple Bonds to Silicon

    • Doubly Bonded Silicon Compounds

      • Silenes

        • The Parent H2C[DOUBLE BOND]SiH2

        • Substituted Silenes

        • Other Systems Containing C[DOUBLE BOND]Si Bonds

      • Disilenes

        • The Singlet State

        • The Triplet State

        • π-bond Strength

        • Relation to Isomers

        • Reactions

        • Substituted Disilenes

      • Silanimines

      • Silanephosphimines

      • Silanones

        • The Parent Silanone, H2Si[DOUBLE BOND]O

        • Substituted Silanones

        • Reactions

      • Silanethiones

    • Triply Bonded Silicon Compounds

      • Silynes

      • Disilynes

      • Silanitriles, Silaisonitriles and Their Phosphorous Analogues

  • Aromatic and Antiaromatic Compounds

    • Silabenzenes

      • Silabenzene

      • Substituted Silabenzenes

      • Disilabenzenes

      • Hexasilabenzene

    • Silicocene

    • Charged Systems

    • Potential Antiaromatic Systems

  • Reactive Intermediates

    • Silylenes

      • Structures and Singlet–triplet Energy Differences

        • The Parent H2Si:

        • Substituted Silylenes

      • The UV-visible Spectra

      • Reactions

        • Dimerizations

        • Insertion Reactions

      • Miscellaneous Silylenes

    • Cationic Species

      • Silicenium Ions

      • Silyl-substituted Carbenium Ions?

        • α-substitution

        • β-substitution

    • γ-substitution

    • Radical Species

    • Anionic Species

      • Silyl Anions

      • Pentacoordinated Silicon

  • Planar Tetracoordinated Silicon

  • Conclusions

  • Addendum

  • Acknowledgements

  • References