Organometallic Syntheses

Organometallic Syntheses

Nontransition-Metal Compounds

1st Edition - August 28, 1981

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  • Editor: John Eisch
  • eBook ISBN: 9780323160179

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Nontransition-Metal Compounds is the second volume in the series Organometallic Syntheses and presents various procedures for the nontransition-metal compounds. Topics also covered in this volume include sensitive liquids, sample transfer, and inert atmosphere provision. The text is divided into two major parts. Part I is mostly procedural as it offers directions and suggestions in different processes such as (a) establishment of an inert atmosphere and solvent medium; (b) evaluation of purity, mode of mixing, and solvent type; and (c) isolation and purification of reaction products. Organometallic products, particularly its physical and chemical characteristics, are also tackled. In Part II, around 85 nontransition-metal organometallic compounds and the reliable procedures used for their synthesis are presented. This particular volume will be of help to students both in the fields of chemistry and biology.

Table of Contents

  • Foreword


    Part I General Experimental Techniques in the Organometallic Chemistry of Nontransition Metals

    A. Establishment of Anhydrous and Anaerobic Reaction Media

    1. General Reactivity Considerations for σ-Bonded Organometallics

    2. Inert Gases

    3. Inert Solvents

    4. Drying and Deoxygenating the Reaction Zone

    5. Storage and Transfer of Organometallic Compounds

    B. Execution of Organometallic Reactions

    1. Purity of Reagents

    2. State of Subdivision

    3. Solvent

    4. Mode of Admixing

    5. Temperature Control

    6. Catalysts and Promoters

    7. Precipitation and Filtration

    8. Gas Evolution

    9. Monitoring the Course of Reaction

    C. Purification of Organometallic Products

    1. Consideration of Thermal and Light Instability

    2. Complex Formation

    3. Extraction

    4. Chromatography

    5. Recrystallization

    6. Distillation

    D. Characterization of Organometallic Compounds

    1. Physical Properties

    2. Elemental Analysis

    3. Molecular Weight

    4. Hydrolysis and Other Carbon-Metal Bond Cleavages

    5. Spectroscopy

    ?. Safety Measures

    1. General Precautions

    2. Toxicity Dangers

    3. Fire Hazards

    4. Explosions

    Part II Specific Preparations of Nontransition-Metal Organometallic Compounds

    A. Introduction

    1. Criteria Governing the Choice of Procedures

    2. General Procedural Observations

    B. Compounds of Group IA

    1. General Preparative and Analytical Methods

    2. Allyllithium

    3. p-Bromophenyllithium

    4. Benzyllithium

    5. Phenoxymethyllithium

    6. Diphenylmethyllithium

    7. Triphenylmethyllithium

    8. (E,E)-1,2,3,4-Tetraphenyl-1,3-butadien-1,4-ylidenedilithium

    C. Compounds of Group IIA

    1. General Preparative and Analytical Methods

    2. α-Deuteriovinylmagnesium Chloride

    3. Allylmagnesium Bromide

    4. Diallylmagnesium

    5. 3-(1-Bromomagnesiooxy-1-cyclohexyl)-propylmagnesium Bromide

    6. (E)-2-Phenyl-1-phenylsulfonylvinyllithium and (E)-2-Phenyl-1-phenylsulfonylvinylmagnesium Bromide

    D. Compounds of Group IIB

    1. General Preparative and Analytical Methods

    2. Ethylzinc Halide

    3. Diethylzinc

    4. Di-1-alkynylmercury

    5. Bis(trimethylsily)mercury

    6. Phenylmercuric Bromide

    7. Diphenylmercury

    8. Bis[(E)-stilbenyl]mercury and Bis[(Z)-stilbenyl]mercury

    E. Compounds of Group IIIA

    1. General Preparative and Analytical Methods

    2. 1-Methyl-4,5-dihydroborepin and 1-Chloro-4,5-dihydroborepin

    3. Phenylborane-Triethylamine

    4. Phenylboron Dibromide and Diphenylboron Bromide

    5. 1-Phenylboracyclopentane

    6. Triphenylborane

    7. Diphenyl(phenylethynyl)borane-Pyridine

    8. Pentaphenylborole

    9. Heptaphenyl-7-borabicyclo[2.2.1]heptadiene

    10. Heptaphenylborepin

    11. Salts of the Bis(2,2'-biphenylene)borate Anion

    12. Diisobutylaluminum Deuteride

    13. Diisobutyl[(Z)-1-trimethylsilyl-2-phenylethenyl]aluminum

    14. Diphenylaluminum Chloride and Phenylaluminum Dichloride

    15. Triphenylaluminum

    16. Diphenyl(phenylethynyl)aluminum

    17. Tribenzylaluminum

    18. Diethylgallium Chloride

    19. Diethylgallium Ethoxide

    20. Triethylgallium

    21. Triisobutylgallium

    22. Triphenylgallium

    23. Tri-n-decylgallium

    24. Diethylindium Chloride

    25. Triethylindium

    26. Triisobutylindium

    27. Triphenylindium

    28. Thallium(I) Cyclopentadienide

    29. Diphenylthallium Halide

    30. Triphenylthallium

    F. Compounds of Group IVA

    1. General Preparative and Analytical Methods

    2. 1,1-Dimethyl-2,5-dihydrobenzo[c]silole

    3. Trimethyl(phenylethynyl)silane

    4. Trimethyl(cis-β-styryl)silane and Trimethyl(trans-?-styryl)silane

    5. Triphenylsilylpotassium and Triphenylsilyllithium

    6. Hexaphenyldisilane

    7. 1,4-Bis(triphenylsilyl)butane

    8. Bromo(triphenyl)germane and Chloro(triphenyl)germane

    9. Triphenyl(vinyl)germane

    10. Tetraphenylgermane

    11. Hexamethylditin

    12. Di-n-butyltin Dihydride

    13. Trimethyl(phenylethynyl)tin

    14. Tri-n-butyl(iodomethyl)tin

    15. 1,1-Di-n-butyl-4,5-dihydrostannepin

    16. Chloro(triphenyl)tin and Dichloro(diphenyl)tin

    17. Triphenyltin Hydride

    18. Tri-n-butyl(phenoxymethyl)tin

    19. Allyl(triphenyl)tin and Diallyl(diphenyl)tin

    20. Triphenyl(trans-β-styryl)tin

    21. 1,1-Dimethyl-2,3,4,5-tetraphenylstannole

    22. Halo(triphenyl)lead and Dihalo(diphenyl)lead

    23. Allyl(triphenyl)lead

    24. Tetraphenyllead

    Appendix I. Bibliography of Compilations on Organometallic Chemistry

    Appendix II. Suppliers of Reagents for Organometallic Chemistry

    Appendix III. Special Solvents for Organometallic Reagents

    Appendix IV. Periodic Table of the Main-Group Elements

    Index of Compounds

Product details

  • No. of pages: 208
  • Language: English
  • Copyright: © Academic Press 1981
  • Published: August 28, 1981
  • Imprint: Academic Press
  • eBook ISBN: 9780323160179

About the Editor

John Eisch

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