The chemistry of pincer compounds:
Gespeichert in:
| Format: | Buch |
|---|---|
| Sprache: | English |
| Veröffentlicht: |
Amsterdam [u.a.]
Elsevier
2007
|
| Ausgabe: | 1. ed. |
| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis Inhaltsverzeichnis |
| Beschreibung: | Includes index. - Formerly CIP |
| Beschreibung: | XIII, 450 S. Ill., graph. Darst. 25cm |
| ISBN: | 9780444531384 |
Internformat
MARC
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| 245 | 1 | 0 | |a The chemistry of pincer compounds |c ed. by David Morales-Morales |
| 250 | |a 1. ed. | ||
| 264 | 1 | |a Amsterdam [u.a.] |b Elsevier |c 2007 | |
| 300 | |a XIII, 450 S. |b Ill., graph. Darst. |c 25cm | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 500 | |a Includes index. - Formerly CIP | ||
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| 650 | 4 | |a Organometallic compounds | |
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Datensatz im Suchindex
| _version_ | 1804141083593015296 |
|---|---|
| adam_text | Contents
Preface ...................................... xv
Chapter 1 Organometallic pincer-type complexes: recent applications
in synthesis and catalysis
Jairton Dupont, Crestina S. Consorti and John Spencer...... 1
1.1 Introduction................................. 1
1.2 Preparation of Pincer Palladacycles..................... 2
1.2.1 General Remarks........................... 2
1.2.2 The Chloropalladation Reaction Path ................ 4
1.3 Structural Aspects.............................. 6
1.3.1 Solution Phase Studies........................ 6
1.3.2 Mass Spectrometry Studies...................... 7
1.3.3 Solid-State Studies.......................... 9
1.4 Pincers as Catalyst Precursors for Cross-Coupling Reactions Involving
Aryl Substrates................................ 9
1.4.1 General Remarks........................... 9
1.4.2 Heck Coupling............................ 12
1.4.3 Suzuki Cross-Coupling........................ 18
1.4.4 Sonogashira Coupling........................ 20
1.5 Conclusions and Trends........................... 21
Chapter 2 Synthesis and transformation of allyl- and allenyl-metal
species by pincer complex catalysis
K.J. Szabo............................. 25
2.1 Introduction................................. 25
2.2 Palladium-Catalyzed Allylation of Electrophiles .............. 26
2.2.1 Pincer Complex-Catalyzed Coupling of Allyl Stannanes
with Aldehydes............................ 27
2.2.2 Trifluoro(allyl)borate as Allylating Agent.............. 28
2.2.3 Application of Chiral Pincer Complex Catalysts for Allylation
of Sulfonimines ........................... 29
2.2.4 Mechanism of the Pincer Complex-Catalyzed Electrophilic
Allylic Substitution.......................... 30
viii Contents
2.3 Pincer Complex-Catalyzed Synthesis of Organometallic Compounds .... 32
2.3.1 Synthesis of Allylboronic Acids and Allyl Boronates........ 32
2.3.2 Pincer Complex-Catalyzed Synthesis of Allyl Stannanes ...... 34
2.3.3 Stannylation of Propargylic Substrates................ 35
2.3.4 Synthesis of Allenyl Silanes Using Pincer Complex Catalysis .... 36
2.3.5 Phenylselenation of Organohalides.................. 37
2.3.6 Mechanistic Aspects of the Pincer Complex-Catalyzed
Organometallic Group Transfer Processes.............. 37
2.4 Conclusions and Outlook .......................... 41
Chapter 3 Chiral pincer complexes and their application to
asymmetric synthesis
Christopher J. Richards and John S. Fossey............ 45
3.1 Introduction................................. 45
3.2 The Synthesis of Chiral Nonracemic Pincer Complexes Containing
Anionic Terdentate Ligands......................... 45
3.2.1 NCN Complexes........................... 46
3.2.2 NNN Complexes........................... 56
3.2.3 PCP Complexes ........................... 59
3.2.4 SCS Complexes ........................... 61
3.2.5 Mixed Donor Complexes....................... 62
3.2.6 Reactions of Chiral Pincers ..................... 62
3.3 The Application of Pincer Complexes to Asymmetric Synthesis...... 63
3.3.1 Imine Alkylation........................... 64
3.3.2 Allylation, Propargylation and Allenylation............. 64
3.3.3 The Diels-Alder and Aldol Reactions................ 67
3.3.4 The Reaction of Activated Isonitriles with Aldehydes........ 68
3.3.5 The Michael Reaction........................ 71
3.3.6 Reduction Reactions......................... 73
3.3.7 Miscellaneous Reactions....................... 74
Chapter 4 Desulfurization catalyzed by nickel PCP-pincer compounds
J. Torres-Nieto and J.J. Garcia.................. 79
4.1 Introduction................................. 79
4.2 HDS Catalysts................................ 80
4.2.1 Coordination Modes of Thiophenic Moieties ............ 80
4.2.2 Metal Insertion into C-S Bonds................... 81
4.2.3 Catalytic Homogeneous Desulfurization............... 82
4.3 Desulfurization Catalyzed by Nickel PCP-Pincer Compounds ....... 82
Chapter 5 Pincer systems as models for the activation of strong
bonds: scope and mechanism
B. Rybtchinski and D. Milstein................... 87
5.1 Introduction................................. 87
5.2 C-H vs C-C Bond Oxidative Addition in PCX-Type Systems ...... 87
Contents ix
5.2.1 Insertion into a Strong C—C Bond in Solution: C—C vs
C-H Activation........................... 88
5.2.2 The Methylene Transfer Reaction.................. 98
5.3 Metal Insertion into Unstrained C—O Bonds................ 101
5.4 Summary................................... 103
Chapter 6 Pincer -carbene complexes
Eduardo Peris and Robert H. Crabtree.............. 107
6.1 Introduction................................. 107
6.2 Pincer-Carbene Complexes of Metals from the Platinum Group ...... 108
6.2.1 Palladium Pincer-Carbene Complexes................ 108
6.2.2 Rhodium and Ruthenium Pincer-Carbene Complexes........ 113
6.3 Pincer-Carbene Complexes of Other Metals................. 118
6.3.1 Pincer-Carbene Complexes of Fe, Co and Early
Transition Metals........................... 118
Chapter 7 Pincer complexes derived from benzimidazolin-2-ylidene
ligands
F.E. Hahn and M.C. Jahnke.................... 125
7.1 Synthesis of Complexes with Benzimidazolin-2-ylidene
Ligands ................................... 125
7.2 Complexes with N-allyl-Functionalized Benzimidazolin-2-ylidene
Ligands ................................... 126
7.3 Coordination Chemistry of the N, A/ -diallyl-Functionalized
Benzimidazolin-2-ylidene Ligand at Iridium................. 127
7.4 Pincer Complexes with N, /V -Heteroatom-Functionalized
Benzimidazolin-2-Ylidene Ligands ..................... 128
7.5 Synthesis of Pincer Complexes with Tridentate Dicarbene Ligands..... 130
7.6 NMR Studies on Dicarbene Pincer Complexes............... 134
Chapter 8 Pincer complexes of A^-heterocyclic carbenes. Potential
uses as Pharmaceuticals
Matthew J. Panzner, Claire A. Tessier and Wiley J. Youngs ... 139
8.1 Introduction................................. 139
8.1.1 /V-heterocyclic Carbenes....................... 139
8.2 Silver NHC-pincer complexes........................ 140
8.2.1 Silver Antimicrobials......................... 140
8.2.2 Synthesis of Pyridine-Based Silver NHC-Pincer Complexes..... 141
8.2.3 Antimicrobial Activity of Silver NHC-Pincer Complexes...... 142
8.3 Rhodium NHC-Pincer Model Complexes.................. 145
8.3.1 Synthesis of Rhodium NHC-Pincer Complexes........... 145
8.3.2 Ligand Modification for Targeting.................. 147
8.4 Conclusions......................».......... 149
x Contents
Chapter 9 The chemistry of PCP pincer phosphinite transition metal
complexes
David Morales-Morales...................... 151
9.1 Introduction................................. 151
9.2 Synthesis of the Ligands.......................... 152
9.3 Synthesis and Reactivity of Transition Metal Phosphinite PCP
Pincer Complexes.............................. 153
9.3.1 Palladium Complexes....................... 153
9.3.2 Iridium complexes......................... 163
9.3.3 Rhodium Complexes........................ 170
9.3.4 Ruthenium Complexes....................... 171
9.3.5 Platinum Complexes........................ 174
9.3.6 Nickel Complexes......................... 175
9.4 Conclusions................................. 177
Chapter 10 Nitrogen-based pincers: a versatile platform for
organometallic chemistry
Preston A. Chase and Gerard van Koten............. 181
10.1 Introduction................................. 181
10.2 Lithium Complexes............................. 182
10.3 Early Transition Metals........................... 185
10.3.1 Titanium.............................. 185
10.3.2 Molybdenum............................ 186
10.3.3 Tungsten.............................. 187
10.4 Mid-Transition Metals........................... 188
10.4.1 Group 7 (Mn-Re)......................... 188
10.4.2 Group 8 (Fe-Os) ......................... 190
10.5 Late Transition Metals........................... 194
10.5.1 Cobalt............................... 194
10.5.2 Rhodium.............................. 195
10.5.3 Iridium............................... 204
10.5.4 Group 10 (Ni-Pt)......................... 207
10.5.5 Group 11 (Cu-Au)........................ 220
10.5.6 Group 12 (Zn-Hg) ........................ 226
10.6 Conclusions................................. 228
Chapter 11 S-P-S and S-C-S pincer ligands in coordination
chemistry and catalysis
N. Mezailles and P. he Floch................... 235
11.1 Introduction................................. 235
11.2 S-P-S Pincer Ligands........................... 235
11.2.1 Bis(phosphinosulfide)phosphinines ................ 235
11.2.2 Bis(thioether)phosphines...................... 251
11.3 S-C-S (and Se~C~Se) Pincer Ligands ................. 251
11.3.1 Thioether (Nl) and Related Selenoether (N2) Derivatives .... 251
11.3.2 Thioamide (E) and Phosphine Sulfide (F) Derivatives ...... 262
Contents xi
11.3.3 Anion (G) and Dianion (H) of the
Bis-(diphenylphosphinosulfide)-methane ............. 262
11.4 Conclusion................................. 268
Chapter 12 Pincer ligand complexes with unusual atoms and molecular
backbones
Hermann A. Mayer, William C. Kaska, Flor Toledo Rodriguez
and Wolfgang Leis........................ 273
12.1 Introduction................................. 273
12.1.1 From Ylides to Pincers ...................... 273
12.2 Intra- vs. Intermolecular C-H Activation................. 275
12.3 PNP Pincer Ligand Backbone ....................... 277
12.4 Pincer Carbene Complexes......................... 278
12.4.1 Endocyclic Pincer Carbenes.................... 278
12.4.2 Cycloheptatriene as Ligand Backbone............... 280
12.5 Conclusion................................. 284
Chapter 13 Rigid PNP pincer ligands and their transition metal
complexes
O.V. Ozerov............................ 287
13.1 Introduction................................. 287
13.2 Ligand Synthesis.............................. 288
13.2.1 Approaches to C-P Bond Construction.............. 288
13.2.2 Approaches to the Diarylamine Precursors ............ 289
13.3 Group 4 Metals: Multiple Metal-Carbon Bonds.............. 290
13.3.1 Synthesis of Zr Alkylidenes.................... 291
13.3.2 Synthesis of Ti Alkylidenes and Related Compounds....... 291
13.4 Ruthenium: CO Abstraction........................ 293
13.5 Group 9 Metal Chemistry ......................... 294
13.5.1 Intramolecular N-H, N-C, and C-H Oxidative
Addition Reactions......................... 294
13.5.2 Competitive C-H vs. C-Hal Oxidative Addition Reactions
ofHaloarenes ........................... 296
13.5.3 Catalytic Alkyne Dimerization................... 298
13.5.4 PNP Complexes of Cobalt..................... 299
13.6 Group 10 Chemistry............................ 300
13.6.1 Synthesis of Various (PNP)MX Complexes............ 300
13.6.2 Catalytic Applications of (PNP)MX................ 304
13.7 Copper Complexes............................. 306
13.8 Summary.................................. 306
Chapter 14 Pincer, chelate and spirocyclic metal carbene complexes
from bis(iminophosphorano)methane ligands
Ronald G. Cavell......................... 311
14.1 Introduction and Overview......................... 311
14.2 The Beginning: Pincers of Early Transition Metals ............ 315
xii Contents
14.2.1 Structures ............................. 318
14.2.2 Reaction Chemistry of the Group 4 Pincers............ 319
14.2.3 The Nature of the M=C Bond: Theory.............. 323
14.2.4 Other Early Transition Metals................... 324
14.3 Bis-Ligated Complexes........................... 325
14.4 Early Metal-Bridging Carbenes....................... 326
14.5 Main Group Metal Complexes....................... 328
14.5.1 Aluminum............................. 328
14.5.2 Zinc................................ 331
14.5.3 Other Main Group Metals..................... 332
14.6 Platinum Group Metals........................... 332
14.6.1 A Triple Carbene Pincer...................... 334
14.6.2 Orthometallation and Rearrangements............... 335
14.7 Bimetallic Spirocycles........................... 336
14.7.1 Synthesis and Characterization .................. 336
14.7.2 Reactions of Bimetallic Complexes................ 338
14.7.3 Reactivity of the Lithiated Spirocycle............... 339
14.7.4 A Ketene Complex......................... 340
14.7.5 The Reactivity of the Ketene ................... 341
14.8 Summary.................................. 342
Chapter 15 Pincer and chelate carbodiphosphorane complexes of noble
metals
Ronald G. Cavell......................... 347
15.1 Introduction................................. 347
15.2 Background................................. 348
15.3 Metal Complexes of Hexaphenylcarbodiphosphorane........... 349
15.3.1 Synthesis.............................. 349
Chapter 16 Hypervalent organotin, aluminium, antimony and bismuth
Y,C,Y-cheIate complexes
R. Jambor and L. Dostdl..................... 357
16.1 Introduction................................. 357
16.2 Organotin Compounds Containing Y,C,Y-Chelating Ligands ....... 359
16.2.1 Preparation of Organotin Compounds Containing
Y,C,Y-Chelating Ligands L1 5................... 359
16.2.2 Structure, Dynamic Behaviour and Reactivity of Organotin
Compounds Containing Y,C,Y-Chelating Ligands L1 5...... 361
16.3 Organoaluminium, Antimony and Bismuth Compounds Containing
Y,C,Y-Chelating Ligands L14....................... 375
16.3.1 Synthesis of Organoaluminium(III) Derivatives.......... 375
16.3.2 Structure and Dynamic Behaviour of Organoaluminium(III)
Compounds ............................ 375
16.3.3 Reactivity of Organoaluminium(III) Derivatives ......... 376
Contents
16.3.4 Synthesis and Reactivity of Organoantimony(III) and
Organobismuth(III) Derivatives.................. 377
16.3.5 Structure of Organoantimony(III) and Organobismuth(III)
Derivatives............................. 378
Chapter 17 Stability of supported pincer complex-based catalysts in
Heck catalysis
William J. Sommer, Christopher W. Jones and Marcus Week . . 385
17.1 Introduction................................. 385
17.2 Studies into the Stability of Pd-Pincer Complexes............. 388
17.2.1 Stability of Pd-SCS Pincer Complexes .............. 390
17.2.2 Stability of Pd-PCP Pincer Complexes .............. 392
17.3 Conclusions................................. 395
Chapter 18 Dendrimers incorporating metallopincer functionalities:
synthesis and applications
Preston A. Chase and Gerard van Koten............. 399
18.1 Introduction................................. 399
18.2 Peripherally Substituted Systems...................... 402
18.2.1 Early Studies............................ 402
18.2.2 Dendrimers with NCN-Ni groups................. 402
18.2.3 Dendritic Platinum and Palladium Pincers............. 411
18.3 Metallopincers Within Each Dendrimer Generation............ 420
18.3.1 Dendrimers Containing Pincer-Ligated Palladium and
Platinum Complexes........................ 420
18.4 Focal Point and Core-Functionalized Metallopincer Dendrons
and Dendrimers............................... 427
18.5 Conclusions and Future Perspectives.................... 431
Chapter 19 Perspective and prospects for pincer ligand chemistry
William D. Jones......................... 441
Index ....................................... 445
|
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| genre | (DE-588)4143413-4 Aufsatzsammlung gnd-content |
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| id | DE-604.BV036047797 |
| illustrated | Illustrated |
| indexdate | 2024-07-09T22:10:14Z |
| institution | BVB |
| isbn | 9780444531384 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-018939543 |
| oclc_num | 85829216 |
| open_access_boolean | |
| owner | DE-91G DE-BY-TUM DE-29T |
| owner_facet | DE-91G DE-BY-TUM DE-29T |
| physical | XIII, 450 S. Ill., graph. Darst. 25cm |
| publishDate | 2007 |
| publishDateSearch | 2007 |
| publishDateSort | 2007 |
| publisher | Elsevier |
| record_format | marc |
| spelling | The chemistry of pincer compounds ed. by David Morales-Morales 1. ed. Amsterdam [u.a.] Elsevier 2007 XIII, 450 S. Ill., graph. Darst. 25cm txt rdacontent n rdamedia nc rdacarrier Includes index. - Formerly CIP Organometallic chemistry Organometallic compounds Metallkomplexe (DE-588)4038898-0 gnd rswk-swf Metallorganische Chemie (DE-588)4602390-2 gnd rswk-swf Zweizähniger Ligand (DE-588)4191293-7 gnd rswk-swf Dreizähniger Ligand (DE-588)4345031-3 gnd rswk-swf (DE-588)4143413-4 Aufsatzsammlung gnd-content Metallorganische Chemie (DE-588)4602390-2 s Metallkomplexe (DE-588)4038898-0 s Zweizähniger Ligand (DE-588)4191293-7 s DE-604 Dreizähniger Ligand (DE-588)4345031-3 s Morales-Morales, David Sonstige oth DE-601 pdf/application http://www.gbv.de/dms/bowker/toc/9780444531384.pdf Inhaltsverzeichnis HBZ Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=018939543&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | The chemistry of pincer compounds Organometallic chemistry Organometallic compounds Metallkomplexe (DE-588)4038898-0 gnd Metallorganische Chemie (DE-588)4602390-2 gnd Zweizähniger Ligand (DE-588)4191293-7 gnd Dreizähniger Ligand (DE-588)4345031-3 gnd |
| subject_GND | (DE-588)4038898-0 (DE-588)4602390-2 (DE-588)4191293-7 (DE-588)4345031-3 (DE-588)4143413-4 |
| title | The chemistry of pincer compounds |
| title_auth | The chemistry of pincer compounds |
| title_exact_search | The chemistry of pincer compounds |
| title_full | The chemistry of pincer compounds ed. by David Morales-Morales |
| title_fullStr | The chemistry of pincer compounds ed. by David Morales-Morales |
| title_full_unstemmed | The chemistry of pincer compounds ed. by David Morales-Morales |
| title_short | The chemistry of pincer compounds |
| title_sort | the chemistry of pincer compounds |
| topic | Organometallic chemistry Organometallic compounds Metallkomplexe (DE-588)4038898-0 gnd Metallorganische Chemie (DE-588)4602390-2 gnd Zweizähniger Ligand (DE-588)4191293-7 gnd Dreizähniger Ligand (DE-588)4345031-3 gnd |
| topic_facet | Organometallic chemistry Organometallic compounds Metallkomplexe Metallorganische Chemie Zweizähniger Ligand Dreizähniger Ligand Aufsatzsammlung |
| url | http://www.gbv.de/dms/bowker/toc/9780444531384.pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=018939543&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT moralesmoralesdavid thechemistryofpincercompounds |
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Inhaltsverzeichnis