Selenium and tellurium reagents : in chemistry and materials science / edited by Risto S. Laitinen, Raija Oilunkaniemi.

Format:

Book

Contributor:

Laitinen, Risto S., editor.

Oilunkaniemi, Raija, editor.

Language:

English

Subjects (All):

Selenium compounds.

Chemical tests and reagents.

Selenium.

Physical Description:

xv, 451 pages : illustrations ; 25 cm

Place of Publication:

Berlin ; Boston : Walter de Gruyter, [2019]

Contents:

1 Introduction of selenium and tellurium into reaction systems p. 1 / Risto S. Laitinen and Raija Oilunkaniemi and Tristram Chivers

1.2 Elemental selenium p. 2

1.2.2 Anionic selenides and their derivatives p. 3

1.2.3 Selenium halogenides p. 6

1.2.4 Heterocyclic selenium sulfides p. 6

1.2.5 Homopolyatomic selenium cations p. 8

1.2.6 Triorganylphospine selenides p. 8

1.2.7 Grignard and organyllithium reagents p. 8

1.2.8 Selenium and heavy group 14 reagents p. 9

1.2.9 Selenium-boron chemistry p. 10

1.2.10 Transition metal selenides p. 11

1.3 Elemental tellurium p. 12

1.3.2 Anionic tellurides p. 12

1.3.3 Derivatives of anionic tellurides p. 14

1.3.4 Tellurium-containing chalcogen rings p. 14

1.3.5 Homopolyatomic tellurium cations p. 15

1.3.6 Triorganylphosphine tellurides p. 15

1.3.7 Grignard and organyllithium reagents p. 16

1.3.8 Silane- and germanetellones p. 16

1.3.9 Group 13 chemistry with tellurium p. 16

1.3.10 Titanocene chemistry p. 18

1.3.11 Solid-state and hydrothermal reactions p. 19

2 Selenium- and tellurium-halogen reagents p. 27 / Tristram Chivers and Risto S. Laitinen

2.1 Scope and introduction p. 27

2.2 Binary chalcogen-halogen reagents p. 28

2.2.1 Selenium tetrahalides p. 28

2.2.2 Selenium oxychloride p. 29

2.2.3 Selenium dihalides p. 31

2.2.4 Diselenium dihalides p. 34

2.2.5 Mixtures of selenium halides p. 36

2.2.6 Tellurium tetrahalides p. 36

2.2.7 Tellurium dihalides and ditellurium dihalides p. 41

2.3 Organochalcogen-halogen reagents p. 44

2.3.1 Organoselenium and tellurium trihalides p. 44

2.3.2 Diorgano-selenium and -tellurium dihalides p. 46

2.3.3 Mixed-valent state compounds RTeX₂TeR p. 48

2.3.4 Organo-selenium and -tellurium monohalides p. 48

3 Organoselenium and organotelluriam compounds containing chalcogen-oxygen bonds in organic synthesis or related processes p. 61 / Alexandra Pop and Cristian Silvestru and Anca Silvestru

3.2 Organoselenium compounds p. 64

3.2.1 Organoselenium(II) compounds p. 64

3.2.2 Organoselenium(IV) compounds p. 69

3.2.3 Organoselenium(VI) compounds p. 84

3.3 Organotellurium compounds p. 91

3.3.1 Organotellurium(II) compounds p. 91

3.3.2 Organotellurium(IV) compounds p. 92

3.3.3 Organotellurium(VI) compounds p. 107

4 Selenium- and tellurium-nitrogen reagents p. 123 / Tristram Chivers and Risto S. Laitinen

4.1 Scope and introduction p. 123

4.2 Binary selenium-nitrogen and tellurium-nitrogen reagents p. 124

4.2.1 Neutral species p. 124

4.2.2 Cations p. 127

4.2.3 Anions p. 127

4.3 Chalcogen-nitrogen halides p. 127

4.3.1 Ternary selenium-nitrogen halides p. 127

4.3.2 Imido chalcogen halides p. 129

4.4 E(NSO)₂ reagents (E = Se, Te) p. 130

4.5 Selenium/tellurium-nitrogen-silicon reagents p. 131

4.6 Chalcogenylnitrosyls ArN=Se p. 134

4.7 Chalcogen(IV) diimides p. 135

4.7.1 Synthesis, structures and applications in organic synthesis p. 135

4.7.2 Thermal decomposition p. 136

4.7.3 Insertion and cycloaddition reactions p. 137

4.7.4 Reactions with nucleophiles and electrophiles p. 138

4.8 Tris(tert-butylimido)tellurite dianion p. 138

4.9 Chalcogen(II) amides and diamides p. 139

4.10 Radical chemistry p. 141

5 Organophosphorus-selenjum/tellurium reagents: from synthesis to applications p. 151 / Guoxiong Hua and J. Derek Woollins

5.2 Binary phosphorus-selenium/tellurium species p. 152

5.2.1 Binary phosphorus-selenium species p. 152

5.2.2 Binary phosphorus-tellurium species p. 153

5.3 Organophosphorus(III)-selenium/tellurium compounds p. 153

5.3.1 Organophosphorus(III)-selenium compounds p. 153

5.3.2 Organophosphorus(III)-tellurium compounds p. 155

5.4 Phosphorus (V)-selenides/tellurides p. 156

5.4.1 Triorganylphosphine selenides p. 156

5.4.2 Phosphinoselenoic chlorides and derivatives p. 157

5.4.3 Phosphinoselenoic acids and derivatives p. 162

5.4.4 O,O,O-Triorganorylphosphoroselenoates (RO)₃P=Se p. 163

5.4.5 Tertiary phosphine tellurides R₃P=Te p. 164

5.5 Diselenophosphinates/ditellurophosphinates p. 166

5.5.1 Diselenophosphinates p. 166

5.5.2 Tellurophosphinites and ditellurophosphinates p. 172

5.6 Diselenaphosphetane diselenides and Woollins' reagent p. 173

5.7 Phosphorus-selenium/tellurium amides and imides p. 185

6 Synthesis and coordination chemistry of cyclic seleno- and telluroureas p. 207 / Jamie S. Ritch

6.2 Structural variety of cyclic HCUs p. 208

6.3 Synthesis of heavy chalcogenoureas p. 209

6.3.1 Direct chalcogenation p. 209

6.3.2 Deprotonation-chalcogenation p. 209

6.3.3 One-pot reactions p. 213

6.4 General properties of HCUs p. 215

6.5 ⁷⁷Se and ¹²⁵Te NMR spectroscopic properties p. 217

6.6 Coordination chemistry p. 217

6.6.1 p-block (groups 13-16) p. 219

6.6.2 Group 12 p. 222

6.6.3 Group 11 p. 224

6.6.4 Group 10 p. 231

6.6.5 Group 9 p. 233

6.6.6 Group 8 p. 235

6.6.7 Group 6 p. 235

7 Selenium and Tellurium Electrophiles in Organic Synthesis p. 243 / Fateh V. Singh and Thomas Wirth

7.2 Selenium electrophiles p. 243

7.2.1 Selenenylation reactions p. 244

7.2.2 Selenenylation of aliphatic C-H bonds p. 256

7.2.3 Selenenylation of aromatic C-H bonds p. 258

7.2.4 Cyclizations p. 264

7.2.5 Metal-catalyzed coupling reactions p. 269

7.2.6 Carbene insertion reaction p. 273

7.2.7 Rearrangements p. 273

7.2.8 Catalytic reactions p. 275

7.3 Chiral selenium electrophiles in stereoselective reactions p. 281

7.4 Tellurium electrophiles in organic synthesis p. 284

8 Reagents that Contain Se-H or Te-H Bonds p. 301 / Peter C. Ho and Jin Wang and Ignacio Vargas-Baca

8.2 Chalcogen dihydrides (H₂Ch) p. 301

8.3 Sodium Hydrochalcogenides (NaHCh) p. 303

8.4 Lithium dihydroselenoxo aluminate Li(AIH₂Se) p. 305

8.5 Chalcogenols RChH p. 305

8.6 Monochalcogenocarboxylic acids RC(O)ChH p. 306

8.7 N,N-dimethyl Chalcogenocarbamic acids Me₂NC(O)ChH p. 308

9 Zinc-Selenium reagents in organic synthesis p. 315 / Claudio Santi and Lucia Capoccia and Bonifacio Monti

9.2 Oxidative zinc insertion in Se-Se and Se-X bond p. 316

9.2.1 Synthesis and reactivity of RSeZnSeR complexes p. 316

9.2.2 A versatile and recyclable biphasic system p. 320

9.2.3 Synthetic applications of TMEDA stabilized PhSeZnSePh p. 322

9.2.4 PhSeZn-halides and the unexpected on-water reactivity p. 323

10 Recent advances in the self-assembly of polynuclear metal-selenium and -tellurium compounds from 14-16 reagents p. 331 / Alexander M. Polgar and John F. Corrigan

10.2 Silane elimination methods p. 332

10.2.1 Bis(trimethylsilyl)chalcogenide reagents p. 333

10.2.2 Organic trimethylsilylchalcogenides p. 337

10.2.3 Metal chalcogenide/chalcogenolate clusters p. 345

10.2.4 Metal trimethylsilylchalcogenolates p. 351

10.3 Coordination of 14-16 ligands p. 356

10.3.1 Chalcogenidotetrelates p. 356

10.3.2 Organotetrel chalcogenides p. 366

11 Applications of metal selenium/tellurium compounds in materials science p. 383 / Vimal K. Jain and G. Kedarnath

11.2 Synthesis of chalcogenolate/chalcogenlde complexes p. 385

11.2.1 Reactions of nucleophilic chalcogen reagents with metal salts p. 385

11.2.2 Oxidative addition of dichalcogenides p. 386

11.2.3 Ligand-exchange reactions p. 388

11.2.4 Chalcogenolysis method p. 389

11.2.5 Insertion of chalcogen into M-C bond p. 389

11.3 Transition metal chalcogenolate/chalcogenide clusters p. 390

11.4 Transition metal chalcogenolate precursors for metal Chalcogenides p. 397

11.4.1 Group 4 (Ti, Zr, Hf) chalcogenides p. 397

11.4.2 Group 5 (V, Nb, Ta) chalcogenides p. 398

11.4.3 Group 6 (Cr, Mo, W) chalcogenide materials p. 399

11.4.4 Group 7 (Mn, Tc, Re) chalcogenides p. 399

11.4.5 Group 8 (Fe, Ru, Os) chalcogenides p. 400

11.4.6 Group 9 (Co, Rh, Ir) chalcogenides p. 401

11.4.7 Group 10 (Ni, Pd, Pt) chalcogenides p. 402

11.4.8 Group 11 (Cu, Ag, Au) chalcogenides p. 404

11.4.9 Group 12 (Zn, Cd, Hg) chalcogenides p. 407

11.5 Main group chalcogenolates as precursors for metal chalcogenides p. 411

11.5.1 Group 13 chalcogenides p. 411

11.5.2 Group 14 chalcogenides p. 413

11.5.3 Group 15 chalcogenides p. 416

11.6 f-block metal chalcogenolates as precursors for metal chalcogenides p. 420

11.7 Ternary metal chalcogenides p. 421.

Notes:

Includes bibliographical references and index.

ISBN:

3110527944

9783110527940

OCLC:

1019589607