The heterocyclic chemistry of phosphorus: systems based on the phosphorus-carbon bond
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| Main Author: | |
|---|---|
| Format: | Book |
| Language: | English |
| Published: |
New York (u.a.)
Wiley-Interscience
1981
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| Subjects: | |
| Online Access: | Inhaltsverzeichnis |
| Physical Description: | XIII, 434 S. graph. Darst. |
| ISBN: | 0471064610 |
Staff View
MARC
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Record in the Search Index
| _version_ | 1804116455335133184 |
|---|---|
| adam_text | The Heterocyclic
Chemistry of Phosphorus:
SYSTEMS BASED ON THE
PHOSPHORUS-CARBON BOND
LOUIS D QUIN
Professor of Chemistry
Duke University
Durham, North Carolina
A WILEY-INTERSCIENCE PUBLICATION
John Wiley amp; Sons New York • Chichester • Brisbane • Toronto
Contents
1 INTRODUCTION TO PHOSPHORUS-CONTAINING RING
SYSTEMS AND SOME GENERAL CHARACTERISTICS 1
1 1 Survey of Known Ring Systems, 2
1 2 The Structure about Phosphorus in Cyclic Systems, 17
1 3 Interconversions among the Common Functions of Cyclic Phosphorus
Compounds, 21
1 4 Laboratory Work with Cyclic Phosphorus Compounds, 24
1 5 Spectroscopy with Cyclic Phosphorus Compounds, 26
1 6 The Review Literature of Heterocyclic Chemistry, 28
References, 29
2 PRINCIPLES OF FORMING 5-MEMBERED RING COMPOUNDS
IN PHOSPHORUS CHEMISTRY 30
2 1 Synthesis of Phospholene Oxides by the McCormack
Cycloaddition Reaction, 31
2 2 Synthesis of Phosphinic Derivatives of Phospholenes by
Cycloaddition Reactions, 37
2 3 Some Transformations of the Phospholene Ring System, 41
2 4 The McCormack Reaction in the Formation of Multicyclic
and Bridged-Ring Systems, 47
125 Other Syntheses of Phospholenes, 58
2 6 Phospholanes and Phospholanols from Direct Cyclization
Procedures, 60
2 7 Synthesis of Phospholes, 70
2 8 Phosphindoles and Their Partially Saturated Derivatives, 83
2 9 Isophosphindoles and Isophosphindolines, 90
2 10 Multicyclic Systems Containing a 5-Membered Phosphorus Ring, 94
References, 99
x i
xii Contents
3 SYNTHETIC METHODS FOR 6-MEMBERED RINGS 105
3 1 Forming the Parent Phosphorinane Ring System, 105
3 2 C-Functional Phosphorinanes, 109
3 3 Utilization of 4-Phosphorinanones for Synthesis of Multicyclic
Systems, 119
3 4 Other Types of Functional Phosphorinanes, 122
3 5 Bridged Phosphorinanes, 128
3 6 Benzo Derivatives of Phosphorinanes, 131
3 7 Tri- and Tetra-cyclic Phosphorinane Derivatives, 137
3 8 Construction of the Phosphorin System, 141
References, 152
4 SMALL AND LARGE RINGS CONTAINING PHOSPHORUS 156
4 1 Phosphetanes, 156
4 2 Phosphiranes, 176
4 3 Rings of Seven or More Members, 181
References, 193
5 31P NMR SPECTROSCOPY OF CYCLIC COMPOUNDS 196
5 1 Techniques in 31P NMR, 198
5 2 Chemical Shifts of the Major Phosphorus Functional Groups, 199
5 3 Influence of Alkyl Substituents on 31P NMR Shifts, 203
5 4 The Effect of Ring Size on 31P Shifts, 211
5 5 Special Cases Where Molecular Geometry Influences 31P Shifts, 215
5 6 Conjugative Effects on 31P Shifts, 220
5 7 P(II) Systems, 229
5 8 Coupling Between Two or More 31P Nuclei in Rings, 231
References, 233
5 9 Tables of 31P NMR Data, 235
References to Tables 5 1-5 13, 265
6 13C NMR SPECTRA OF HETEROCYCLIC
PHOSPHORUS COMPOUNDS 272
61A Background from Results with Noncyclic P Compounds, 273
6 2 Cyclic Phosphines, 284
6 3 Phosphine Oxides, 296 •
6 4 Other Phosphorus Functions, 301
6 5 Diphosphorus Compounds; Second-Order 13C Spectra, 304
6 6 Experimental Techniques and Tables of l3C NMR Data, 306
References, 316
Contents XIII
7 PROTON NMR SPECTROSCOPY OF CYCLIC
PHOSPHORUS COMPOUNDS 319
7 1 Chemical Shifts and Coupling Constants for Protons of P-Alkyl
Substituents, 320
7 2 Protons on Saturated Ring Carbons and C-Alkyl Substituents, 325
7 3 Protons in Nonconjugated Unsaturated Systems, 333
7 4 Protons in Conjugated Unsaturated Systems, 341
7 5 Through-Space Shielding Effects Involving Phosphorus Functions, 349
7 6 Lanthanide Shift Reagents in Phosphorus Chemistry, 355
References, 356
8 SPECIAL PROPERTIES OF PHOSPHORUS HETEROCYCLES:
CONFORMATION AND CYCLIC ELECTRON DELOCALIZATION 360
8 1 The Shapes of Phosphorus Heterocycles in the Solid State, 360
8 2 Conformational Properties of Phosphorus Heterocycles in Solution, 377
8 3 Influence of Ring Size on Reactions at Phosphorus, 385
8 4 Participation of P in Cyclic Electron Derealization; Aromatic P
Compounds, 390
References, 417
INDEX 425
|
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| author | Quin, Louis D. 1928- |
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| discipline | Chemie / Pharmazie Chemie |
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| id | DE-604.BV002007283 |
| illustrated | Illustrated |
| indexdate | 2024-07-09T15:38:47Z |
| institution | BVB |
| isbn | 0471064610 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-001309603 |
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| physical | XIII, 434 S. graph. Darst. |
| publishDate | 1981 |
| publishDateSearch | 1981 |
| publishDateSort | 1981 |
| publisher | Wiley-Interscience |
| record_format | marc |
| spelling | Quin, Louis D. 1928- Verfasser (DE-588)103174987X aut The heterocyclic chemistry of phosphorus systems based on the phosphorus-carbon bond New York (u.a.) Wiley-Interscience 1981 XIII, 434 S. graph. Darst. txt rdacontent n rdamedia nc rdacarrier Composés hétérocycliques Composés organophosphorés Heterocyclic compounds Organophosphorus compounds Phosphororganische Verbindungen (DE-588)4076094-7 gnd rswk-swf Heterocyclische Verbindungen (DE-588)4159726-6 gnd rswk-swf Phosphorheterocyclen (DE-588)4174425-1 gnd rswk-swf Phosphorheterocyclen (DE-588)4174425-1 s DE-604 Heterocyclische Verbindungen (DE-588)4159726-6 s Phosphororganische Verbindungen (DE-588)4076094-7 s HEBIS Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=001309603&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Quin, Louis D. 1928- The heterocyclic chemistry of phosphorus systems based on the phosphorus-carbon bond Composés hétérocycliques Composés organophosphorés Heterocyclic compounds Organophosphorus compounds Phosphororganische Verbindungen (DE-588)4076094-7 gnd Heterocyclische Verbindungen (DE-588)4159726-6 gnd Phosphorheterocyclen (DE-588)4174425-1 gnd |
| subject_GND | (DE-588)4076094-7 (DE-588)4159726-6 (DE-588)4174425-1 |
| title | The heterocyclic chemistry of phosphorus systems based on the phosphorus-carbon bond |
| title_auth | The heterocyclic chemistry of phosphorus systems based on the phosphorus-carbon bond |
| title_exact_search | The heterocyclic chemistry of phosphorus systems based on the phosphorus-carbon bond |
| title_full | The heterocyclic chemistry of phosphorus systems based on the phosphorus-carbon bond |
| title_fullStr | The heterocyclic chemistry of phosphorus systems based on the phosphorus-carbon bond |
| title_full_unstemmed | The heterocyclic chemistry of phosphorus systems based on the phosphorus-carbon bond |
| title_short | The heterocyclic chemistry of phosphorus |
| title_sort | the heterocyclic chemistry of phosphorus systems based on the phosphorus carbon bond |
| title_sub | systems based on the phosphorus-carbon bond |
| topic | Composés hétérocycliques Composés organophosphorés Heterocyclic compounds Organophosphorus compounds Phosphororganische Verbindungen (DE-588)4076094-7 gnd Heterocyclische Verbindungen (DE-588)4159726-6 gnd Phosphorheterocyclen (DE-588)4174425-1 gnd |
| topic_facet | Composés hétérocycliques Composés organophosphorés Heterocyclic compounds Organophosphorus compounds Phosphororganische Verbindungen Heterocyclische Verbindungen Phosphorheterocyclen |
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