Strained hydrocarbons: beyond the van't Hoff and Le Bel hypothesis
Gespeichert in:
| Weitere Verfasser: | |
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| Format: | Buch |
| Sprache: | English |
| Veröffentlicht: |
Weinheim
WILEY-VCH
2009
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| Schlagworte: | |
| Online-Zugang: | Inhaltstext Inhaltsverzeichnis |
| Beschreibung: | XXI, 471 S. Ill., graph. Darst. |
| ISBN: | 9783527317677 |
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IIX CONTENTS FOREWORD V PREFACE VII LIST OF CONTRIBUTORS XVII 1
INTRODUCTION 1 1.1 INITIAL REMARKS 1 HELENA DODZIUK 1.2 HYDROCARBONS
WITH UNUSUAL SPATIAL STRUCTURE: THE NEED TO FINANCE BASIC RESEARCH 5
HELENA DODZIUK 1.3 COMPUTATIONS ON STRAINED HYDROCARBONS 12 ANDREY A.
FOKIN AND PETER R. SCHREINER 1.4 GALLERY OF MOLECULES THAT COULD HAVE
BEEN INCLUDED IN THIS BOOK 18 HELENA DODZIUK 1.4.1 INTRODUCTORY REMARKS
18 1.4.2 SATURATED HYDROCARBONS 38 1.4.3 DISTORTED DOUBLE BONDS 21 1.4.4
BENZENE RINGS WITH NONTYPICAL SPATIAL STRUCTURES 22 1.4.5 CUMULENES 25
1.4.6 ACETYLENES 26 REFERENCES 27 2 DISTORTED SATURATED HYDROCARBONS 33
2.1 MOLECULES WITH INVERTED CARBON ATOMS 33 KATA MLINARIC-MAJERSKI 2.1.1
INTRODUCTION 33 2.1.2 SMALL-RING PROPELLANES: COMPUTATIONAL AND
PHYSICOCHEMICAL STUDIES 35 2.1.3 SMALL-RING PROPELLANES: EXPERIMENTAL
RESULTS 38 2.1.3. BIBLIOGRAFISCHE INFORMATIONEN
HTTP://D-NB.INFO/990246515 DIGITALISIERT DURCH X CONTENTS 2.1.3.2
PREPARATION AND REACTIVITY OF [2.1.1]PROPELLANE AND [2.2.1]PROPELLANE 41
2.1.3.3 [L.L.LLPROPELLANE AS THE PRECURSOR FOR THE SYNTHESIS OF OTHER
UNUSUAL MOLECULES 42 2.1.4 NEW HYPOTHETICAL MOLECULES WITH INVERTED
CARBON ATOMS 43 2.2 MOLECULES WITH PLANAR AND PYRAMIDAL CARBON ATOMS 44
HELENA DODZIUK 2.3 A THEORETICAL APPROACH TO THE STUDY AND DESIGN OF
PRISMANE SYSTEMS 49 TATYANA N. CRIBANOVA, VLADIMIR I. MINKIN AND RUSLAN
M. MINYAEV 2.3.1 INTRODUCTION 49 2.3.2 PRISMANES 49 2.3.3 EXPANDED
PRISMANES 52 2.3.3.1 ASTERANES 52 2.3.3.2 ETHYNYL-EXPANDED PRISMANES 54
2.3.4 DEHYDROPRISMANES 55 2.3.5 POLYPRISMANES 56 2.3.5.1 CUBANE
OLIGOMERS 56 2.3.5.2 FUSED PRISMANES 57 2.3.6 CONCLUSIONS 58 2.4 (CH) 2N
CAGE STRUCTURES, 'IRF-'OUT' ISOMERISM IN PERHYDROGENATED FULLERENES AND
PLANAR CYCLOHEXANE RINGS 59 HELENA DODZIUK 2.4.1 (CH) 2 * CAGE
STRUCTURES 59 2.4.1.1 TETRAHEDRANE 61 CONTENTS XI 2.6 ULTRASHORT C-C
BONDS 82 VLADIMIR Y. LEE AND AKIRA SEKIGUCHI 2.6.1 INTRODUCTION 82 2.6.2
TRICYCLO[2.1.0.0 2 ' 5 ]PENTANES: ULTRASHORT ENDOCYCLIC BRIDGING C-C
BONDS 83 2.6.3 COUPLED CAGE COMPOUNDS: ULTRASHORT EXOCYCLIC INTERCAGE
C-C BONDS 86 2.6.4 STERICALLY CONGESTED M-METHYLCYCLOPHANES: ULTRASHORT
C-C(ME) BONDS 91 2.6.5 CONCLUSIONS 91 REFERENCES 92 3 DISTORTED ALKENES
103 3.1 NONPLANAR ALKENES 103 DIETER LENOIR, PAULJ. SMITH AND JOEL F.
LIEBMAN 3.1.1 INTRODUCTION AND CONTEXT 103 3.1.2 BRIDGEHEAD ALKENES 103
3.1.2.1 T-BUTYL-SUBSTITUTED ETHYLENES 104 3.1.2.2 INVESTIGATIONS OF
T-BUTYLATED ETHYLENES AND OTHER ACYCLIC ALKENES 106 3.1.2.3 CYCLO AND
BICYDOALKENES . AND ON TO POLYCYCLIC ANALOGS 107 3.1.2.4
ADAMANTYLIDENEADAMANTANE AND ITS DERIVATIVES 108 3.1.2.5
T-BUTYL-SUBSTITUTED AND CYCLIC STILBENES 108 3.1.3 MULTIPLY UNSATURATED
BICYDOALKENES, HOMOAROMATICITY AND CYCLOPHANE XIII CONTENTS 3.3.6.1
CYCLOHEPTATETRAENES 132 3.3.7 EIGHT-MEMBERED RING ALLENES 134 3.3.8
POLYCYCLIC ALLENES 135 3.3.9 CYCLIC BISALLENES 136 3.3.10 CYCLIC
BUTATRIENES 136 3.3.10.1 BUTATRIENE 7T BOND DEFORMATIONS AND STRAIN
ESTIMATES 137 3.3.10.2 FIVE- TO NINE-MEMBERED RING CYCLIC BUTATRIENES
137 3.3.11 CONCLUSIONS 139 REFERENCES 140 4 STRAINED AROMATIC MOLECULES
147 4.1 NONSTANDARD BENZENES 147 PAULJ. SMITH AND JOEL F. LIEBMAN 4.1.1
INTRODUCTION AND CONTEXT 347 4.1.2 ALKYLATED AROMATICS 148 4.1.3
HELICENES 148 4.1.4 [N]CIRCULENES 349 4.1.5 CYCLOPHANES 150 4.2
DISTORTED CYCLOPHANES 353 HENNING HOPF 4.2.1 INTRODUCTION 353 4.2.2 THE
[N]CYCLOPHANES 154 4.2.2.1 [N]PARACYCLOPHANES 154 4.2.2.2
[N]METACYDOPHANES 160 4.2.3 THE [M.N]PARACYCLOPHANES 161 4.2.4 DISTORTED
AROMATIC RINGS AND'AROMATIC CHARACTER' 164 4.2. CONTENTS XIII 5
FULLERENES 205 5.1 INTRODUCTION 205 HELENA DODZIUK 5.2 CHEMISTRY
INFLUENCED BY THE NONTYPICAL STRUCTURE: MODIFICATION OF [60]FULLERENE
208 TAKUMA HARA, TAKASHI KONNO, YOSUKE NAKAMURA ANDJUN NISHIMURA 5.2.1
INTRODUCTION 208 5.2.2 GENERAL OVERVIEW 209 5.2.3 MODIFICATION REACTIONS
215 5.2.3.1 REDUCTION AND OXIDATION 215 5.2.3.2 ALKYLATION 217 5.2.3.3
CYCLOADDITIONS 218 5.2.4 CONCLUSIONS 224 5.3 PHYSICOCHEMICAL PROPERTIES
AND THE UNUSUAL STRUCTURE OF FULLERENES 225 5.3.1 SINGLE-CRYSTAL X-RAY
STRUCTURES OF FULLERENES AND THEIR DERIVATIVES 225 OLGA V. BOLTALINA,
ALEXEY A. POPOV AND STEVEN H. STRAUSS 5.3.1.1 INTRODUCTION 225 5.3.1.2
DISORDER 226 5.3.1.3 NONPLANAR STERIC STRAIN 226 5.3.1.4 NONPLANAR
STERIC STRAIN PARAMETERS 229 5.3.1.5 ARE NON-IPR FULLERENES STERICALLY
UNSTABLE? 232 5.3.1.6 LONG AND SHORT C(SP 2 )-C(SP XIV I CONTENTS TOMMI
VUORINEN 5.4.1 FILM PREPARATION METHODS 274 5.4.2 FULLERENE FILM
PROPERTIES 277 5.4.3 CONCLUSIONS 282 5.5 ENDOHEDRAL FULLERENES WITH
NEUTRAL ATOMS AND MOLECULES 282 SHO-ICHI IWAMATSU 5.5.1 INTRODUCTION 282
5.5.2 PREPARATION 282 5.5.2.1 DIRECT APPROACH USING AN EXISTING
FULLERENE 282 5.5.2.2 MOLECULAR SURGERY APPROACH VIA AN OPEN-CAGE
FULLERENE 284 5.5.2.3 OPEN-CAGE FULLERENES, REVERSIBLE MOLECULAR
INCORPORATIONS AND EJECTIONS 285 5.5.3 PROPERTIES 287 5.5.3.1 HOST
FULLERENES 287 5.5.3.2 GUEST SUBSTRATES 288 5.5.4 BINDING ENERGIES,
THEORETICAL INVESTIGATIONS 290 5.5.5 SUMMARY 291 5.6 HYDROGENATED
FULLERENES 291 MARK S. MEIER 5.6.1 SYNTHESIS AND STRUCTURE 291 5.6.2 C
70 CHEMISTRY 295 5.6.3 HIGHER FULLERENES 297 5.6.4 REACTIVITY OF
HYDROGENATED FULLERENES 297 5.7 APPLICATIONS OF FULLERENES 299 CONTENTS
XV 6.2.3 NON-COVALENT FUNCTIONALIZATION OF CARBON NANOTUBES 349 6.2.4
COVALENT SIDE-WALL FUNCTIONALIZATION OF CARBON NANOTUBES 352 6.2.5
ENDOHEDRAL FUNCTIONALIZATION OF CARBON NANOTUBES 355 6.2.6 CONCLUSIONS
356 6.3 APPLICATIONS OF CARBON NANOTUBES 356 MARC MONTHIOUX 6.3.1
INTRODUCTION 356 6.3.2 PROPERTIES OF CNTS 357 6.3.2.1 WHICH CNT FOR
WHICH APPLICATION? 357 6.3.2.2 WHY IS 'NANO' BEAUTIFUL? 358 6.3.2.3
POTENTIAL PROBLEMS RELATED TO THE USE OF CNTS 360 6.3.3 APPLICATIONS OF
CNTS 362 6.3.3.1 PROSPECTIVE APPLICATIONS 362 6.3.3.2 APPLICATIONS UNDER
DEVELOPMENT 364 6.3.3.3 APPLICATIONS ON THE MARKET 366 6.3.4 CONCLUSIONS
367 REFERENCES 368 7 ANGLE-STRAINED CYCLOALKYNES 375 HENNING HOPF AND
JOERG CRUNENBERG 7.1 INTRODUCTION 375 7.2 CYCLOPROPYNE AND CYCLOBUTYNE:
SPECULATIONS AND CALCULATIONS ON NON-ISOLABLE CYCLOALKYNES 376 7.2.1
CYCLOPROPYNE AND RELATED SYSTEMS 376 7.2.2 CYCLOBUTYNE 378 7. XVII
CONTENTS 8.4 BOND SHIFTING, RING INVERSION AND ANTIAROMATICITY 405 8.5
VALENCE ISOMERIZATION 409 8.6 IONS DERIVED FROM COT 430 8.7 THE HIGHER
ANNULENES 433 8.8 BRIDGED HOMOTROPILIDENES 413 8.9 RECENT DEVELOPMENTS
415 8.9 CONDUSIONS 439 REFERENCES 420 9 MOLECULES WITH NONSTANDARD
TOPOLOGICAL PROPERTIES: CENTROHEXAINDANE, KURATOWSKI'S CYCLOPHANE AND
OTHER GRAPH-THEORETICALLY NONPLANAR MOLECULES 425 DIETMAR KUCK 9.1
INTRODUCTION 425 9.1.1 I S ALL THIS TRIVIAL? 425 9.2 TOPOLOGICALLY
NONPLANAR GRAPHS AND MOLECULAR MOTIFS 427 9.2.1 THE CENTROHEXAQUINACENE
CORE 427 9.2.2 THE NONPLANAR GRAPHS K S AND K I3 AND SOME MOLECULAR
REPRESENTATIVES 428 9.3 CENTROHEXAINDANE 430 9.3.1 CENTROHEXAINDANE AND
STRUCTURAL REGULARITIES OF THE CENTROPOLYINDANE FAMILY 431 9.3.2
SYNTHESES OF CENTROHEXAINDANE 433 9.3.3 MULTIPLY-FUNCTIONALIZED
CENTROHEXAINDANES 436 9.4 K |
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| spelling | Strained hydrocarbons beyond the van't Hoff and Le Bel hypothesis ed. by Helena Dodziuk Weinheim WILEY-VCH 2009 XXI, 471 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Gespannte Verbindungen (DE-588)4157124-1 gnd rswk-swf Kohlenwasserstoffe (DE-588)4125165-9 gnd rswk-swf Kohlenwasserstoffe (DE-588)4125165-9 s Gespannte Verbindungen (DE-588)4157124-1 s DE-604 Dodziuk, Helena (DE-588)114147744 edt text/html http://deposit.dnb.de/cgi-bin/dokserv?id=3152868&prov=M&dok_var=1&dok_ext=htm Inhaltstext DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=020151277&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Strained hydrocarbons beyond the van't Hoff and Le Bel hypothesis Gespannte Verbindungen (DE-588)4157124-1 gnd Kohlenwasserstoffe (DE-588)4125165-9 gnd |
| subject_GND | (DE-588)4157124-1 (DE-588)4125165-9 |
| title | Strained hydrocarbons beyond the van't Hoff and Le Bel hypothesis |
| title_auth | Strained hydrocarbons beyond the van't Hoff and Le Bel hypothesis |
| title_exact_search | Strained hydrocarbons beyond the van't Hoff and Le Bel hypothesis |
| title_full | Strained hydrocarbons beyond the van't Hoff and Le Bel hypothesis ed. by Helena Dodziuk |
| title_fullStr | Strained hydrocarbons beyond the van't Hoff and Le Bel hypothesis ed. by Helena Dodziuk |
| title_full_unstemmed | Strained hydrocarbons beyond the van't Hoff and Le Bel hypothesis ed. by Helena Dodziuk |
| title_short | Strained hydrocarbons |
| title_sort | strained hydrocarbons beyond the van t hoff and le bel hypothesis |
| title_sub | beyond the van't Hoff and Le Bel hypothesis |
| topic | Gespannte Verbindungen (DE-588)4157124-1 gnd Kohlenwasserstoffe (DE-588)4125165-9 gnd |
| topic_facet | Gespannte Verbindungen Kohlenwasserstoffe |
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