Organobismuth Chemistry

by ; ; ; ; ;
Edition: 1st
Format: Hardcover
Pub. Date: 2001-02-22
Publisher(s): Elsevier Science
  • Free Shipping Icon

    This Item Qualifies for Free Shipping!*

    *Excludes marketplace orders.

List Price: $260.00

Buy New

Usually Ships in 8 - 10 Business Days.
$259.74

Rent Textbook

Select for Price
There was a problem. Please try again later.

Rent Digital

Rent Digital Options
Online:1825 Days access
Downloadable:Lifetime Access
$300.00
$300.00

Used Textbook

We're Sorry
Sold Out

How Marketplace Works:

  • This item is offered by an independent seller and not shipped from our warehouse
  • Item details like edition and cover design may differ from our description; see seller's comments before ordering.
  • Sellers much confirm and ship within two business days; otherwise, the order will be cancelled and refunded.
  • Marketplace purchases cannot be returned to eCampus.com. Contact the seller directly for inquiries; if no response within two days, contact customer service.
  • Additional shipping costs apply to Marketplace purchases. Review shipping costs at checkout.

Summary

This book is written for scientists who require information on organobismuth chemistry, either by specific topic or by compound. "Organobismuth Chemistry" covers, through early 1999, stoichiometric compounds that contain the Bi-C bond; not included, with the exception of a few examples, are inorganic compounds, minerals, metal alloys, and non-stoichiometric materials.Organobismuth chemistry is covered in a comprehensive, self-contained manner. The book focuses on the academic aspects of the field; therefore, references to patents are made only when pertinent. Chapter 1 serves as an introduction to bismuth as the element. In chapters 2 to 4, organobismuth compounds are classified according to the types of compounds and dealt in detail. Chapter 5 is devoted to the use of bismuth and derivatives in organic transformations. In the first four chapters, brief to moderate descriptions for selected experimental procedures are included; they are intended to inform the readers of relevant protocols and should serve in preparative studies which are based on analogies. In the final chapter the X-ray data of fundamental and/or structurally interesting organobismuth (III) and (V) compounds are collected. At the beginning of each chapter, the text is preceded by detailed table of contents of the subject dealt in it. By inspection of the table, it should be possible to locate quickly information on a specific organobismuth compound. Definite efforts have been made to include all factual data pertinent to an understanding of each class of organobismuth compounds. The main attention is paid to the methods of synthesis, molecular structure, and chemical behaviours of organobismuth compounds, although some knowledge of spectroscopy and other physical properties are also included. The format for presenting information has both descriptive information and numerical data. Numerical data are mostly presented in tabular form. Tables of known compounds in each chapter are organized so as to enable the readers to make easy access to the most relevant data source of a compound. The nomenclature does not follow strictly the recommendations of IUPAC, but usage is mostly consistent with common practice in the current literature. In order to help the readers to save time in looking for appropriate spectral data, an effort has also been made to provide the IR, MS, NMR and UV spectral data sources in tabular form. All references for chapters are collected together in a list at the end of the book. In the list, references are given chronologically both in code and in full form, with authors names. This book will appeal to academic and industrial researchers alike, and will be particularly useful to chemists engaged in bench work. In addition it is hoped that this book will provide a stimulus as the basis for further development of organobismuth chemistry.

Table of Contents

Foreword v
Preface vii
About the Authors ix
Introduction
1(20)
Hitomi Suzuki
Elemental bismuth
1(1)
Occurrence and production
2(3)
Physical properties of bismuth
5(3)
Chemical properties of bismuth
8(1)
Bismuth compounds commercially available
9(4)
Present-day use of bismuth
13(5)
Metallurgical use
13(2)
Use in electronics, ceramics and plastics
15(1)
Use in chemicals and pigments
16(1)
Pharmaceutical and cosmetic use
17(1)
Toxicology of bismuth and bismuth compounds
18(3)
Organobismuth(III) Compounds
21(226)
Yoshihiro Matano
Tohru Ikegami
Organobismuth(III) compounds with Bi--Group 14 element bonds
21(52)
Monoorganyl and diorganylbismuthines
21(1)
Triorganylbismuthines
22(1)
Methods of synthesis
22(1)
Organometallic routes
22(5)
Onium routes
27(1)
From alkali bismuthides
28(1)
Via transmetallation
29(1)
From bismuth amides
29(1)
Via reduction of triarylbismuth dihalides
30(1)
Via thermolysis of bismuth sulfinates
30(1)
Via electrochemical alkylation
31(1)
From organic halides and bismuth metal
31(1)
Via dismutation
31(1)
From dibismuthines
32(1)
Metal coordination
33(1)
Transformation of the substituted groups
33(1)
Disproportionation of mixed triorganylbismuthine
34(24)
Properties
58(4)
Reactions
62(11)
Organobismuth(III) compounds with Bi--Group 15 or Bi--Group 16 element bonds
73(125)
Diorganylbismuth compounds
73(1)
Methods of synthesis
73(3)
Properties and reactions
76(1)
Diorganylbismuth compounds with Bi--N bonds
76(3)
Diorganylbismuth compounds with Bi--As or Bi--Sb bonds
79(3)
Diorganylbismuth compounds with Bi--O bonds
82(9)
Diorganylbismuth compounds with Bi--S bonds
91(7)
Diorganylbismuth compounds with Bi--Se or Bi--Te bonds
98(5)
Cationic and anionic diorganylbismuth compounds
103(4)
Dibismuthines and dibismuthene
107(1)
Methods of synthesis of dibismuthines
107(8)
Physical properties of dibismuthines
115(1)
Chemical properties of dibismuthines
116(3)
Dibismuthenes
119(2)
Monoorganylbismuth compounds
121(1)
Methods of synthesis
121(3)
Properties
124(1)
Monoorganylbismuth compounds with Bi--N bonds
124(1)
Monoorganylbismuth compounds with Bi--O bonds
125(7)
Monoorganylbismuth compounds with Bi--S bonds
132(9)
Monoorganylbismuth compounds with Bi--Se or Bi--Te bonds
141(1)
Cationic and anionic monoorganylbismuth compounds
142(3)
Bismuth(III) compounds with three Bi--Group 15 or 16 element bonds
145(1)
Methods of synthesis
145(3)
Bismuth(III) compounds with three Bi--N bonds
148(6)
Bismuth(III) compounds with three Bi--O bonds
154(12)
Bismuth(III) compounds with three Bi--S bonds
166(29)
Bismuth(III) compounds with three Bi--Se bonds
195(3)
Organobismuth(III) compounds with Bi--Group 17 element bonds
198(34)
Methods of synthesis
198(1)
Redistribution route
198(1)
Metathesis route
198(1)
Organometallic route
199(1)
Via halogenolysis
200(1)
Via acidolysis
201(2)
From alkyl halides and bismuth metal
203(1)
From germylbismuthines and hydrogen chloride
204(1)
From dibismuthines
204(1)
Via disproportionation
204(1)
From diazonium salt--bismuth halide complexes
205(1)
Transformation of the substituted group
205(1)
Halobismuthine complex salts and related compounds
205(1)
Arene--bismuth halide π-complexes
206(17)
Properties
223(6)
Reactions
229(3)
Triorganylbismuthine--transition metal complexes
232(7)
Methods of synthesis
232(1)
Properties and reactions
233(6)
Organobismuth(III) compounds with Bi--transition metal linkage
239(8)
Methods of synthesis
239(1)
Properties and reactions
240(7)
Organobismuth(V) Compounds
247(82)
Yoshihiro Matano
Tohru Ikegami
Triorganylbismuth dihalides and related compounds
247(32)
Methods of synthesis
247(1)
Oxidative addition to triorganylbismuthines
247(2)
Via metathetical reaction of triarylbismuth dihalides and related compounds
249(2)
Via miscellaneous approaches
251(21)
Properties
272(2)
Reactions
274(5)
Oxybis(triorganylbismuth) compounds
279(6)
Methods of synthesis
279(1)
From triarylbismuth dihalides
279(1)
From other oxybis(triarylbismuth) compounds
280(1)
Ligand coordination to oxybis(triarylbismuth) compounds
281(2)
Properties and reactions
283(2)
Quaternary organobismuth(V) compounds
285(16)
Methods of synthesis
285(1)
From quinquenary organobismuth compounds
285(1)
From quaternary organobismuth compounds
285(1)
Via disproportionation of triarylbismuth dihalides
286(1)
From triarylbismuth difluorides and organometallic reagents
287(1)
From tertiary bismuthines
288(8)
Properties
296(2)
Reactions
298(3)
Quinquenary organobismuth(V) and related compounds
301(5)
Methods of synthesis
301(1)
From triorganylbismuth dihalides
301(1)
From triphenylbismuthimine imides
301(1)
Properties
301(3)
Reactions
304(2)
Bismuthonium ylides
306(7)
Methods of synthesis
306(1)
From triphenylbismuthine and diazo compounds
306(1)
From triarylbismuth(V) compounds
306(1)
From bismuthonium salts and base
307(2)
Properties
309(1)
Reactions
310(3)
Bismuthine imides
313(6)
Methods of synthesis
313(1)
From tertiary bismuthines
313(1)
From triarylbismuth dihalides and sulfonamides or amides
313(3)
Properties and reactions
316(3)
Bismuthinates and bismuthinic acids
319(3)
Methods of synthesis
319(1)
Properties and reactions
320(2)
Triorganylbismuthine oxides
322(7)
Methods of synthesis
322(1)
Metathesis of triorganylbismuth(V) compounds
322(1)
Direct oxidation of tertiary bismuthines
323(2)
Properties
325(1)
Reactions
326(3)
Bismuth-Containing Heterocycles
329(42)
Toshihiro Murafuji
Bismacycles
329(16)
Five-membered rings
329(6)
Six-membered rings
335(3)
Seven-membered rings
338(1)
Bicyclic compounds with bridgehead bismuth atom or atoms
339(6)
Heterobismacycles
345(26)
Oxabismoles and derivatives
345(5)
Oxabismabenzene and related compounds
350(1)
Azabismocins
351(1)
Miscellaneous bismuth-containing heterocycles
352(1)
Heterobismacycles containing a chalcogen--bismuth--chalcogen bond in the ring system
352(2)
Heterobismacycles with no carbon atom ring
354(17)
Bismuth Compounds in Organic Transformations
371(70)
Naoki Komatsu
Introduction
371(1)
Oxidation
372(25)
Metal bismuthates
372(1)
Sodium bismuthate
372(8)
Zinc bismuthate
380(1)
Bismuth oxide and mixed bismuth/metal oxide systems as oxidant or oxidation catalyst
380(1)
Oxidation with bismuth oxide
380(2)
Oxidation of olefins over bismuth molybdate-based catalysts
382(2)
Miscellaneous oxidations using other mixed bismuth/metal oxide-based catalysts
384(3)
Bismuth(III) salts
387(5)
Organobismuth(V) compounds
392(5)
Reduction
397(4)
Carbon--carbon bond forming reactions
401(24)
Bi(0)-promoted carbon--carbon bond forming reactions
401(2)
Bismuth(III) salt-catalyzed carbon--carbon bond forming reactions
403(7)
Carbon-carbon bond forming reactions using organobismuth compounds
410(1)
C-Arylation
410(7)
Transition metal-catalyzed carbon--carbon bond forming reactions
417(2)
Carbon--carbon bond forming reactions based on bismuthonium salts and ylides
419(4)
Miscellaneous carbon--carbon bond forming reactions
423(2)
Carbon--heteroatom bond forming reactions
425(16)
Reactions with bismuth(III) salt
425(1)
Carbon--oxygen bond forming reactions
425(2)
Carbon--sulfur bond forming reactions
427(1)
Carbon--nitrogen bond forming reactions
428(1)
Carbon--halogen bond forming reactions
429(2)
Reactions with organobismuth compounds
431(1)
O-Arylation
431(4)
N-Arylation and S-arylation
435(3)
Miscellaneous carbon-heteroatom bond forming reactions
438(3)
Structural Chemistry of Organobismuth Compounds
441(106)
Takuji Ogawa
Fundamental structure parameters
441(1)
Ionic radii
441(1)
van der Waals radii
442(1)
Structures of organobismuth compounds
442(105)
Molecular structure
442(4)
8-Bi-3 compounds
446(1)
10-Bi-4 compounds
447(2)
10-Bi-5 compounds
449(2)
12-Bi-6 compounds
451(1)
14-Bi-7 compounds
452(1)
18-Bi-9 compounds
453(1)
Polymeric structure of organobismuth compounds
454(1)
Bismuthionium ylide
455(1)
Bi--Bi double bond
456(1)
Electronic structures
456(91)
Formula Index for X-Ray Data 547(8)
Abbreviations and Symbols 555(4)
Procedure Index 559(6)
Preparation of selected organobismuth compounds
559(3)
Organic transformations based on bismuth compounds
562(3)
Reference Code Index 565(6)
References 571
Subject Index 61

An electronic version of this book is available through VitalSource.

This book is viewable on PC, Mac, iPhone, iPad, iPod Touch, and most smartphones.

By purchasing, you will be able to view this book online, as well as download it, for the chosen number of days.

Digital License

You are licensing a digital product for a set duration. Durations are set forth in the product description, with "Lifetime" typically meaning five (5) years of online access and permanent download to a supported device. All licenses are non-transferable.

More details can be found here.

A downloadable version of this book is available through the eCampus Reader or compatible Adobe readers.

Applications are available on iOS, Android, PC, Mac, and Windows Mobile platforms.

Please view the compatibility matrix prior to purchase.