Aromaticity and antiaromaticity: electronic and structural aspects
Gespeichert in:
| Hauptverfasser: | , , |
|---|---|
| Format: | Buch |
| Sprache: | English |
| Veröffentlicht: |
New York u.a.
Wiley
1994
|
| Schriftenreihe: | A Wiley-Interscience publication
|
| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | XIII, 313 S. Ill., graph. Darst. |
| ISBN: | 0471593826 |
Internformat
MARC
| LEADER | 00000nam a2200000 c 4500 | ||
|---|---|---|---|
| 001 | BV009742867 | ||
| 003 | DE-604 | ||
| 005 | 19991111 | ||
| 007 | t | ||
| 008 | 940802s1994 ad|| |||| 00||| eng d | ||
| 020 | |a 0471593826 |9 0-471-59382-6 | ||
| 035 | |a (OCoLC)27974900 | ||
| 035 | |a (DE-599)BVBBV009742867 | ||
| 040 | |a DE-604 |b ger |e rakddb | ||
| 041 | 0 | |a eng | |
| 049 | |a DE-29T |a DE-91G |a DE-355 |a DE-703 |a DE-19 |a DE-188 | ||
| 050 | 0 | |a QD476 | |
| 082 | 0 | |a 547.6/044 |2 20 | |
| 084 | |a VK 5700 |0 (DE-625)147411:253 |2 rvk | ||
| 084 | |a CHE 606f |2 stub | ||
| 084 | |a CHE 152f |2 stub | ||
| 084 | |a CHE 665f |2 stub | ||
| 100 | 1 | |a Minkin, Vladimir I. |e Verfasser |4 aut | |
| 245 | 1 | 0 | |a Aromaticity and antiaromaticity |b electronic and structural aspects |c Vladimir I. Minkin ; Mikhail N. Glukhovtsev ; Boris Ya. Simkin |
| 264 | 1 | |a New York u.a. |b Wiley |c 1994 | |
| 300 | |a XIII, 313 S. |b Ill., graph. Darst. | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 490 | 0 | |a A Wiley-Interscience publication | |
| 650 | 4 | |a Aromatic compounds | |
| 650 | 4 | |a Aromaticity (Chemistry) | |
| 650 | 0 | 7 | |a Antiaromatizität |0 (DE-588)4142648-4 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Aromatizität |0 (DE-588)4143062-1 |2 gnd |9 rswk-swf |
| 689 | 0 | 0 | |a Aromatizität |0 (DE-588)4143062-1 |D s |
| 689 | 0 | |5 DE-604 | |
| 689 | 1 | 0 | |a Antiaromatizität |0 (DE-588)4142648-4 |D s |
| 689 | 1 | |5 DE-604 | |
| 700 | 1 | |a Gluchovcev, Michail N. |e Verfasser |4 aut | |
| 700 | 1 | |a Simkin, Boris J. |e Verfasser |4 aut | |
| 856 | 4 | 2 | |m GBV Datenaustausch |q application/pdf |u http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=006443440&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |3 Inhaltsverzeichnis |
| 999 | |a oai:aleph.bib-bvb.de:BVB01-006443440 | ||
Datensatz im Suchindex
| _version_ | 1804124088048812032 |
|---|---|
| adam_text | AROMATICITY AND ANTIAROMATICITY ELECTRONIC AND STRUCTURAL ASPECTS
VLADIMIR I. MINKIN MIKHAIL N. GLUKHOVTSEV BORIS YA. SIMKIN A
WILEY-INTERSCIENCE PUBLICATION JOHN WILEY & SONS, INC. NEW YORK *
CHICHESTER * BRISBANE * TORONTO * SINGAPORE CONTENTS PREFACE IX LIST OF
ABBREVIATIONS XI 1 INTRODUCTION 1 REFERENCES, 5 2 CRITERIA OF
AROMATICITY AND ANTIAROMATICITY 6 2.1 DEMANDS ON THESE CRITERIA, 6 2.2
ENERGETIC CRITERIA, 7 2.2.1 VARIOUS TYPES OF RESONANCE ENERGIES, 7 2.2.2
HUECKEL RESONANCE ENERGY, 10 2.2.3 DEWAR S RESONANCE ENERGY, 11 2.2.4
HESS-SCHAAD RESONANCE ENERGIES, 12 2.2.5 TOPOLOGICAL RESONANCE ENERGY,
14 2.2.6 CONJUGATED CIRCUITS MODEL, 19 2.2.7 STRUCTURE-RESONANCE THEORY
AND SOME RELATED MODELS, 24 2.2.8 PMO METHODOFTHEDEWARRESONANCE ENERGY
ESTIMATION, 28 2.2.9 ESTIMATION OF ENERGIES OF AROMATIC STABILIZATION
AND ANTIAROMATIC DESTABILIZATION FROM THE ENERGIES OF ISODESMIC,
HOMODESMOTIC, AND HYPERHOMODESMOTIC REACTIONS, 29 2.2.10 COMPARISON
BETWEEN ENERGETIC CRITERIA, 35 2.3 STRUCTURAL CRITERIA, 38 2.3.1
DISTINGUISHING CHARACTERISTICS IN THE GEOMETRY OF AROMATIC AND
ANTIAROMATIC MOLECULES, 38 V CONTENTS 2.3.2 INDICES OF AROMATICITY BASED
ON ESTIMATES OF BOND LENGTH ALTERNATION IN A RING, 48 2.3.3 AROMATICITY
GAUGED BY STABILITY OFA HIGH-SYMMETRY STRUCTURE AGAINST DISTORTION INTO
KEKULE-TYPE STRUCTURES WITH BOND ALTERNATION, 54 2.3.4 EFFECTS OF
NONPLANARITY, 60 2.4 MAGNETIC CRITERIA, 63 2.4.1 CONCEPT OF THE RING
CURRENT, 63 2.4.2 MAGNETIC SUSCEPTIBILITY EXALTATION AND ANISOTROPY, 67
2.4.3 NUCLEAR MAGNETIC RESONANCE CHEMICAL SHIFTS, 71 2.5 OTHER CRITERIA
OF AROMATICITY AND ANTIAROMATICITY, 74 2.5.1 RETENTION OF THE STRUCTURAL
TYPE, 75 2.5.1.1 EMPIRICAL RESONANCE ENERGIES, 75 2.5.1.2 REACTIVITY
INDICES AS A MEASURE OF AROMATICITY, 80 2.5.2 SPECIFIC FEATURES OF THE
ELECTRON DISTRIBUTION, 85 2.5.3 ANISOTROPIE OPTICAL POLARIZABILITY AS AN
INDEX OF AROMATICITY, 88 2.6 INTERRELATION BETWEEN VARIOUS TYPES OF
AROMATICITY INDICES, 89 REFERENCES, 92 3 DELOCALIZATION MODES AND
ELECTRON-COUNT RULES 104 3.1 AROMATICITY TYPES STEMMING FROM THE RIBBON
DELOCALIZATION IN A CYCLIC SYSTEM WITH PLANAR OR DISTORTED PLANAR
GEOMETRY OF A RING, 104 3.2 AROMATICITY TYPES DUE TO SURFACE
DELOCALIZATION, 114 3.3 VOLUME DELOCALIZATION, 115 3.4 ELECTRON-COUNT
RULES: THE HUECKEL RULE, 116 3.4.1 FORMULATION OF THE HUECKEL RULE, 117
3.4.2 RELATION OF THE HUECKEL RULE WITH THE ENERGETIC AND MAGNETIC
CRITERIA OF AROMATICITY AND WITH THE REACTIVITY OF CYCLIC CONJUGATED
MOLECULES, 121 3.4.3 LIMITS OF APPLICABILITY OF THE HUECKEL RULE, 123
3.4.4 THE GENERALIZED HUECKEL RULE, 127 REFERENCES, 130 4 ANNULENES,
MONOCYCLIC CONJUGATED IONS, AND ANNULENOANNULENES 133 4.1 ANNULENES, 133
4.1.1 BENZENE AND CYCLOBUTADIENE, 133 4.1.1.1 GROUND-STATE STRUCTURES
AND THEIR THERMAL AUTOMERIZATIONS, 133 4.1.1.2 THE EXCITED STATES:
STRUCTURES AND AROMATICITY, 142 4.1.1.3 STABILITY RELATIVE TO VALENCE
ISOMERS, 149 4.1.1.4 DICATIONS AND DIANIONS OF BENZENE AND
CYCLOBUTADIENE, 157 4.1.2 CYCLOOCTATETRAENE AND [10]ANNULENE, 165
CONTENTS VII 4.1.2.1 STRUCTURES OFTHEGROUND AND LOWEST EXCITED STATES,
165 4.1.2.2 COT S DICATION AND DIANION, 173 4.1.3 [18]ANNULENE, 175 4.2
MONOCYCLIC AROMATIC AND ANTIAROMATIC IONS, 177 4.2.1 CYCLOPROPENYL
CATION AND CYCLOPROPENIDE ANION, 177 4.2.2 CYCLOPENTADIENYL CATION AND
CYCLOPENTADIENIDE ANION, 183 4.2.3 TROPYLIUM CATION AND
CYCLOHEPTATRIENIDE ANION, 186 4.2.4 CYCLONONATETRAENYL CATION AND
CYCLONONATETRAENIDE ANION, 188 4.3 ANNULENOANNULENES, 190 4.3.1
[3]ANNULENO[3]ANNULENE (PROPALENE), 192 4.3.2 [4]ANNULENO[4]ANNULENE
(BUTALENE) AND [3]ANNULENO[5]- ANNULENE, 195 4.3.3
[5]ANNULENO[5]ANNULENE (PENTALENE), [4]ANNULENO[6]ANNULENE, AND
[3]ANNULENO[7]ANNULENE, 196 4.3.4 [6]ANNULENO[6]ANNULENE (NAPHTHALENE),
[5]ANNULENO[7]- ANNULENE (AZULENE), AND [4]ANNULENO[8]ANNULENE, 201
REFERENCES, 207 5 HETEROAROMATICITY 217 5.1 GENERAL TRENDS OBSERVED IN
THE CHANGE OF AROMATIC CHARACTER DUE TO HETEROSUBSTITUTION, 217 5.2
AROMATICITY AND THE TREND TOWARD PYRAMIDALIZATION OF THE HETEROATOM, 225
REFERENCES, 227 6 HOMOAROMATICITY 230 6.1 GENERAL OUTLINE, 230 6.2
QUALITATIVE APPROACHES, 232 6.3 HOMOAROMATIC CATIONS, 235 6.3.1
HOMOTROPYLIUM CATION, 235 6.3.1.1 STRUCTURE OF THE HOMOTROPYLIUM CATION,
235 6.3.1.2 ENERGETIC CRITERIA, 239 6.3.2 OTHER HOMOAROMATIC CATIONS:
DOES HOMOANTIAROMATICITY EXIST?, 241 6.4 DOES HOMOAROMATICITY TAKE PLACE
FOR ANIONS?, 243 6.5 CAN NEUTRAL MOLECULES MANIFEST HOMOAROMATICITY?,
246 REFERENCES, 249 7 7-AROMATICITY 252 7.1 (T-DELOCALIZATION AND
CR-CONJUGATION, 252 7.2 CR-AROMATICITY, 254 7.2.1 CYCLOPROPANE: THE
ENERGY OF ITS CR-AROMATIC STABILIZATION, 255 7.2.2 CYCLOPROPANE: THE
SURFACE ER-DELOCALIZATION, 259 VLLL CONTENTS 7.2.3 CYCLOPROPANE AND
BENZENE AS AROMATIC ANALOGS, 260 7.2.4 (T-AROMATICITY OF FIVE-MEMBERED
RING SYSTEMS, 262 REFERENCES, 264 8 IN-PLANE AND RADIAL AROMATICITY 267
REFERENCES, 277 9 THREE-DIMENSIONAL AROMATICITY 279 9.1 RESONANCE
ENERGIES OF POLYHEDRAL ORGANOMETALLICS, 279 9.2 PYRAMIDAL ORGANIC
MOLECULES AND IONS, 281 9.3 THREE-DIMENSIONAL AROMATICITY AND ELECTRON
COUNTING IN CLUSTERS, 291 REFERENCES, 294 10 SPHERICAL AROMATICITY 298
REFERENCES, 303 11 IS THE PHYSICAL NATURE OF AROMATICITY KNOWN? 305
REFERENCES, 309 INDEX 311
|
| any_adam_object | 1 |
| author | Minkin, Vladimir I. Gluchovcev, Michail N. Simkin, Boris J. |
| author_facet | Minkin, Vladimir I. Gluchovcev, Michail N. Simkin, Boris J. |
| author_role | aut aut aut |
| author_sort | Minkin, Vladimir I. |
| author_variant | v i m vi vim m n g mn mng b j s bj bjs |
| building | Verbundindex |
| bvnumber | BV009742867 |
| callnumber-first | Q - Science |
| callnumber-label | QD476 |
| callnumber-raw | QD476 |
| callnumber-search | QD476 |
| callnumber-sort | QD 3476 |
| callnumber-subject | QD - Chemistry |
| classification_rvk | VK 5700 |
| classification_tum | CHE 606f CHE 152f CHE 665f |
| ctrlnum | (OCoLC)27974900 (DE-599)BVBBV009742867 |
| dewey-full | 547.6/044 |
| dewey-hundreds | 500 - Natural sciences and mathematics |
| dewey-ones | 547 - Organic chemistry |
| dewey-raw | 547.6/044 |
| dewey-search | 547.6/044 |
| dewey-sort | 3547.6 244 |
| dewey-tens | 540 - Chemistry and allied sciences |
| discipline | Chemie / Pharmazie Physik Chemie |
| format | Book |
| fullrecord | <?xml version="1.0" encoding="UTF-8"?><collection xmlns="http://www.loc.gov/MARC21/slim"><record><leader>01789nam a2200469 c 4500</leader><controlfield tag="001">BV009742867</controlfield><controlfield tag="003">DE-604</controlfield><controlfield tag="005">19991111 </controlfield><controlfield tag="007">t</controlfield><controlfield tag="008">940802s1994 ad|| |||| 00||| eng d</controlfield><datafield tag="020" ind1=" " ind2=" "><subfield code="a">0471593826</subfield><subfield code="9">0-471-59382-6</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(OCoLC)27974900</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-599)BVBBV009742867</subfield></datafield><datafield tag="040" ind1=" " ind2=" "><subfield code="a">DE-604</subfield><subfield code="b">ger</subfield><subfield code="e">rakddb</subfield></datafield><datafield tag="041" ind1="0" ind2=" "><subfield code="a">eng</subfield></datafield><datafield tag="049" ind1=" " ind2=" "><subfield code="a">DE-29T</subfield><subfield code="a">DE-91G</subfield><subfield code="a">DE-355</subfield><subfield code="a">DE-703</subfield><subfield code="a">DE-19</subfield><subfield code="a">DE-188</subfield></datafield><datafield tag="050" ind1=" " ind2="0"><subfield code="a">QD476</subfield></datafield><datafield tag="082" ind1="0" ind2=" "><subfield code="a">547.6/044</subfield><subfield code="2">20</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">VK 5700</subfield><subfield code="0">(DE-625)147411:253</subfield><subfield code="2">rvk</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">CHE 606f</subfield><subfield code="2">stub</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">CHE 152f</subfield><subfield code="2">stub</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">CHE 665f</subfield><subfield code="2">stub</subfield></datafield><datafield tag="100" ind1="1" ind2=" "><subfield code="a">Minkin, Vladimir I.</subfield><subfield code="e">Verfasser</subfield><subfield code="4">aut</subfield></datafield><datafield tag="245" ind1="1" ind2="0"><subfield code="a">Aromaticity and antiaromaticity</subfield><subfield code="b">electronic and structural aspects</subfield><subfield code="c">Vladimir I. Minkin ; Mikhail N. Glukhovtsev ; Boris Ya. Simkin</subfield></datafield><datafield tag="264" ind1=" " ind2="1"><subfield code="a">New York u.a.</subfield><subfield code="b">Wiley</subfield><subfield code="c">1994</subfield></datafield><datafield tag="300" ind1=" " ind2=" "><subfield code="a">XIII, 313 S.</subfield><subfield code="b">Ill., graph. Darst.</subfield></datafield><datafield tag="336" ind1=" " ind2=" "><subfield code="b">txt</subfield><subfield code="2">rdacontent</subfield></datafield><datafield tag="337" ind1=" " ind2=" "><subfield code="b">n</subfield><subfield code="2">rdamedia</subfield></datafield><datafield tag="338" ind1=" " ind2=" "><subfield code="b">nc</subfield><subfield code="2">rdacarrier</subfield></datafield><datafield tag="490" ind1="0" ind2=" "><subfield code="a">A Wiley-Interscience publication</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Aromatic compounds</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">Aromaticity (Chemistry)</subfield></datafield><datafield tag="650" ind1="0" ind2="7"><subfield code="a">Antiaromatizität</subfield><subfield code="0">(DE-588)4142648-4</subfield><subfield code="2">gnd</subfield><subfield code="9">rswk-swf</subfield></datafield><datafield tag="650" ind1="0" ind2="7"><subfield code="a">Aromatizität</subfield><subfield code="0">(DE-588)4143062-1</subfield><subfield code="2">gnd</subfield><subfield code="9">rswk-swf</subfield></datafield><datafield tag="689" ind1="0" ind2="0"><subfield code="a">Aromatizität</subfield><subfield code="0">(DE-588)4143062-1</subfield><subfield code="D">s</subfield></datafield><datafield tag="689" ind1="0" ind2=" "><subfield code="5">DE-604</subfield></datafield><datafield tag="689" ind1="1" ind2="0"><subfield code="a">Antiaromatizität</subfield><subfield code="0">(DE-588)4142648-4</subfield><subfield code="D">s</subfield></datafield><datafield tag="689" ind1="1" ind2=" "><subfield code="5">DE-604</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Gluchovcev, Michail N.</subfield><subfield code="e">Verfasser</subfield><subfield code="4">aut</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Simkin, Boris J.</subfield><subfield code="e">Verfasser</subfield><subfield code="4">aut</subfield></datafield><datafield tag="856" ind1="4" ind2="2"><subfield code="m">GBV Datenaustausch</subfield><subfield code="q">application/pdf</subfield><subfield code="u">http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=006443440&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA</subfield><subfield code="3">Inhaltsverzeichnis</subfield></datafield><datafield tag="999" ind1=" " ind2=" "><subfield code="a">oai:aleph.bib-bvb.de:BVB01-006443440</subfield></datafield></record></collection> |
| id | DE-604.BV009742867 |
| illustrated | Illustrated |
| indexdate | 2024-07-09T17:40:06Z |
| institution | BVB |
| isbn | 0471593826 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-006443440 |
| oclc_num | 27974900 |
| open_access_boolean | |
| owner | DE-29T DE-91G DE-BY-TUM DE-355 DE-BY-UBR DE-703 DE-19 DE-BY-UBM DE-188 |
| owner_facet | DE-29T DE-91G DE-BY-TUM DE-355 DE-BY-UBR DE-703 DE-19 DE-BY-UBM DE-188 |
| physical | XIII, 313 S. Ill., graph. Darst. |
| publishDate | 1994 |
| publishDateSearch | 1994 |
| publishDateSort | 1994 |
| publisher | Wiley |
| record_format | marc |
| series2 | A Wiley-Interscience publication |
| spelling | Minkin, Vladimir I. Verfasser aut Aromaticity and antiaromaticity electronic and structural aspects Vladimir I. Minkin ; Mikhail N. Glukhovtsev ; Boris Ya. Simkin New York u.a. Wiley 1994 XIII, 313 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier A Wiley-Interscience publication Aromatic compounds Aromaticity (Chemistry) Antiaromatizität (DE-588)4142648-4 gnd rswk-swf Aromatizität (DE-588)4143062-1 gnd rswk-swf Aromatizität (DE-588)4143062-1 s DE-604 Antiaromatizität (DE-588)4142648-4 s Gluchovcev, Michail N. Verfasser aut Simkin, Boris J. Verfasser aut GBV Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=006443440&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Minkin, Vladimir I. Gluchovcev, Michail N. Simkin, Boris J. Aromaticity and antiaromaticity electronic and structural aspects Aromatic compounds Aromaticity (Chemistry) Antiaromatizität (DE-588)4142648-4 gnd Aromatizität (DE-588)4143062-1 gnd |
| subject_GND | (DE-588)4142648-4 (DE-588)4143062-1 |
| title | Aromaticity and antiaromaticity electronic and structural aspects |
| title_auth | Aromaticity and antiaromaticity electronic and structural aspects |
| title_exact_search | Aromaticity and antiaromaticity electronic and structural aspects |
| title_full | Aromaticity and antiaromaticity electronic and structural aspects Vladimir I. Minkin ; Mikhail N. Glukhovtsev ; Boris Ya. Simkin |
| title_fullStr | Aromaticity and antiaromaticity electronic and structural aspects Vladimir I. Minkin ; Mikhail N. Glukhovtsev ; Boris Ya. Simkin |
| title_full_unstemmed | Aromaticity and antiaromaticity electronic and structural aspects Vladimir I. Minkin ; Mikhail N. Glukhovtsev ; Boris Ya. Simkin |
| title_short | Aromaticity and antiaromaticity |
| title_sort | aromaticity and antiaromaticity electronic and structural aspects |
| title_sub | electronic and structural aspects |
| topic | Aromatic compounds Aromaticity (Chemistry) Antiaromatizität (DE-588)4142648-4 gnd Aromatizität (DE-588)4143062-1 gnd |
| topic_facet | Aromatic compounds Aromaticity (Chemistry) Antiaromatizität Aromatizität |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=006443440&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT minkinvladimiri aromaticityandantiaromaticityelectronicandstructuralaspects AT gluchovcevmichailn aromaticityandantiaromaticityelectronicandstructuralaspects AT simkinborisj aromaticityandantiaromaticityelectronicandstructuralaspects |