Carbocyclic non-benzenoid aromatic compounds:
Gespeichert in:
| 1. Verfasser: | |
|---|---|
| Format: | Buch |
| Sprache: | English |
| Veröffentlicht: |
Amsterdam [u.a.]
Elsevier
1966
|
| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | Mit Literaturangaben |
| Beschreibung: | X, 220 S. Ill. |
Internformat
MARC
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| 100 | 1 | |a Lloyd, Douglas |e Verfasser |4 aut | |
| 245 | 1 | 0 | |a Carbocyclic non-benzenoid aromatic compounds |c Douglas Lloyd |
| 264 | 1 | |a Amsterdam [u.a.] |b Elsevier |c 1966 | |
| 300 | |a X, 220 S. |b Ill. | ||
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| 337 | |b n |2 rdamedia | ||
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| 650 | 7 | |a Aromatique, composé carbocyclique, non-benzénique |2 biup | |
| 650 | 7 | |a Carbone - Composés |2 ram | |
| 650 | 4 | |a Composés aromatiques | |
| 650 | 7 | |a Composés aromatiques |2 ram | |
| 650 | 4 | |a Aromatic compounds | |
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Datensatz im Suchindex
| _version_ | 1804121376300204032 |
|---|---|
| adam_text | Titel: Carbocyclic non-benzenoid aromatic compounds
Autor: Lloyd, Douglas
Jahr: 1966
Contents
Preface
.................................
v
Chapter
I.
Aromaticity
and
aromatic
character
.................
1
Introduction..............................
1
The
development
of
the
concept
of
aromaticity...............
1
Molecular
orbital
theory
and
aromaticity..................
6
A
note
on
the
representation
of
non-benzenoid
aromatic
compounds......10
Coda
-
aromaticity,
aromatic
compounds
and
aromatic
character........11
References...............................14
Chapter
II.
Derivatives
of
cyclopropene
..............
16
Introduction..............................16
Preparation
of
cyclopropenium
salts....................18
Properties
of
cyclopropenium
salts.....................20
(a)
Solubility.............................20
(b)
Spectra..............................20
(c)
pK
Values
and
stability.......................21
(d)
Action
of
nucleophiles.......................22
(e)
Reduction............................23
(f)
Reaction
with
azides
and
diazo-compounds..............23
(g)
Formation
of
metal
complexes....................24
Preparation
of
cyclopropenone
derivatives..................24
Properties
of
cyclopropenones
......................26
(a)
Dipole
moments..........................26
(b)
Spectra..............................26
(c)
Action
of
acid...........................26
(d)
Action
of
alkali..........................27
(e)
Thermal
decomposition.......................27
(f)
Reduction
of
cyclopropenones....................28
(g)
Other
reactions
of
cyclopropenones
.................28
Quinocyclopropenes
..........................29
Methylene
cyclopropenes.........................31
Calicenes
...............................33
References...............................33
Chapter
HI.
Derivatives
of
cyclobutadiene
...................35
Introduction..............................35
Metal
complexes
of
cyclobutadiene....................38
Cyclobutenium
salts...........................40
Cyclobutene-3,4-diones
.............
41
Benzocyclobutadiene..........................42
Biphenylene...............................45
Preparation
of
biphenylene.......................3
45
Structure
of
biphenylene........................46
Ultra-violet
spectra
of
biphenylenes...................47
Properties
of
biphenylene........................47
50
51
51
55
55
57
57
57
58
59
60
61
61
62
63
66
66
66
67
68
68
69
69
69
72
75
75
78
78
79
79
80
81
81
81
82
83
84
86
87
88
88
89
90
91
92
98
98
98
98
VIII
CONTENTS
Benzobiphenylenes.........................
Comparison
of
benzocyclobutadienes
and
biphenylenes..........
References.............................
Chapter
IV.
Derivatives
of
cyclopentadiene
................
Introduction............................
Cyclopentadienide
salts.......................
Preparation
...........................
Properties
of
cyclopentadienide
salts.................
Chemical
reactions
of
cyclopentadienide
salts............
Substituted
cyclopentadienide
salts.................
Salts
derived
from
indene,
fluorene,
etc...............
Diazocyclopentadienes.......................
Preparation
..........................
Spectra
of
diazocyclopentadienes.................
Chemical
reactions
of
diazocyclopentadiene.............
Other
cyclopentadienylides.....................
Preparation
..........................
Physical
properties.......................
Spectra............................
Stability............................
Chemical
reactions.......................
Indenylides
and
fluorenylides....................
Indenylides...........................
9-Diazofluorene.........................
Other
fluorenylides........................
Cyclopentadienylidene
derivatives..................
Preparation
..........................
Properties
of
cyclopentadienylidenedihydropyridines.........
Properties
of
cyclopentadienylidenepyrans.............
Other
cyclopentadienylidene
derivatives..............
Indenylidene
and
fluorenylidene
derivatives.............
Sesquifulvalenes
.........................
Fulvenes.............................
Preparation
..........................
Structure
of
fulvenes.......................
Spectra
of
fulvenes
.......................
Chemical
reactions.......................
Fulvenes
with
nitrogen
or
oxygen
atoms
attached
to
the
6-carbon
atom
Ferrocene............................
Preparation
..........................
Structure............................
Stereochemistry
of
ferrocene
derivatives..............
Chemical
properties
of
ferrocene.................
Electrophilic
substitution
reactions
................
Analogues
of
ferrocene......................
References............................
Chapter
V.
Tropylium
salts
......................
Introduction...........................
Preparation
of
tropylium
salts....................
(a)
From
cycloheptatriene....................
CONTENTS
DC
(b)
From
cycloheptatrienecarboxylic
acid
.................99
(c)
From
benzene
and
halocarbenes...................100
(d)
From
cyclooctatetraene.......................101
(e)
From
tropyl
(cycloheptatrienyl)
compounds..............101
(f)
Other
methods
of
formation.....................102
Structure
of
the
tropylium
ion.......................103
Spectra................................104
Properties
of
tropylium
salts........................104
Chemical
reactions
of
tropylium
salts
...................105
(a)
Reduction............................105
(b)
Oxidation
............................106
(c)
Reaction
with
nucleophilic
reagents
.................107
(d)
Attempted
electrophilic
substitution
of
the
tropylium
ion.........112
(e)
Reactions
of
the
alkyl
groups
in
alkyltropylium
salts..........112
Metal
complexes.............................113
Benzotropylium
salts
..........................113
References...............................114
Chapter
VI.
Tropones,
tropolones
and
related
compounds
.............117
Introduction..............................117
Preparation
of
tropones.........................122
(a)
From
benzene
derivatives......................122
(b)
From
cycloheptanone
and
cycloheptenone...............124
(c)
From
tropinone
derivatives.....................125
(d)
From
cycloheptatriene................
126
(e)
From
tropylium
salts........................126
Preparation
of
tropolones........................126
(a)
From
cycloheptanone
and
its
derivatives...............127
(b)
From
benzene
and
other
benzenoid
compounds.............127
(c)
Fromtropone...........................128
(d)
From
cyclopentadiene.......................129
Structure
of
tropone
and
tropolone....................129
Spectra................................131
(a)
Tropones.............................131
(b)
Tropolones............................132
Properties
of
tropones..........................133
(a)
Reactions
of
the
carbonyl
group...................133
(b)
Addition
reactions.........................134
(c)
Substitution
reactions.......................135
(d)
Replacement
reactions
of
substituent
groups..............136
(e)
Rearrangement
reactions......................138
Properties
of
tropolones.........................139
(a)
Oxidation
............................139
(b)
Reduction............................14®
(c)
Reactions
of
the
carbonyl
group...................141
(d)
Reactions
of
the
hydroxyl
group...................141
(e)
Addition
reactions.........................142
(f)
Electrophilic
substitution
reactions..................143
(i)
Halogénation
.........................143
(ii)
Nitration...........................143
(iii)
Sulphonation.........................144
X
CONTENTS
(iv)
Azo-coupling.........................144
(v)
Alkylation
and
acylation....................144
(vi)
Nitrosation..........................144
(vii)
Reimer-Tiemann
reaction
...................144
(viii)
Hydroxyméthylation
and
aminomethylation............144
(g)
Replacement
reactions
of
substituent
groups
..............145
(h)
Rearrangement
reactions
......................146
3-
and
4-Hydroxytropones........................147
Thiotropolones,
aminothiotropones
and
aminoiminocycloheptatrienes.....150
Benzotropones
and
benzotropolones...................
.
151
Preparation
.............................151
Properties
of
benzotropones
......................151
Properties
of
benzotropolones
.....................152
Heptafulvenes.............................153
References...............................155
Chapter
VII.
Medium
and
large
ring
compounds
................162
Cyclooctatetraenides...........................162
Cyclononatetraenides..........................163
Annulenes...............................165
Preparation
of
annulenes........................167
N.M.R.
spectra
and
aromaticity
of
annulenes...............170
U.V.
spectra.............................172
X-ray
crystallographic
analysis.....................172
Chemical
properties..........................173
Dehydroannulenes
..........................174
Bridged
ring
annulenes.........................176
References...............................179
Chapter
VIII.
Polycyclic
compounds
.....................181
Introduction..............................181
Azulenes................................182
Syntheses
of
azulenes.........................183
Syntheses
not
involving
dehydrogenation.................187
Structure
of
azulene..........................190
Reactions
of
azulenes.........................194
(a)
Addition
reactions
¡reduction
and
oxidation.............194
(b)
Substitution
reactions......................195
(i)
Electrophilic
substitution
...................195
(ii)
Nucleophilic
substitution...................198
(iii)
Radical
substitution.....................200
(c)
Rearrangement
reactions
....................201
Spectra
of
azulenes...........................201
Sesquifulvalenes
............................203
Calicenes
...............................204
Pentalenes...............................205
Heptalenes...............................208
General
comments
on
polycyclic
non-benzenoid
aromatic
hydrocarbons
....
209
References...............................212
Subject
Index
217
|
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| indexdate | 2024-07-09T16:57:00Z |
| institution | BVB |
| language | English |
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| spelling | Lloyd, Douglas Verfasser aut Carbocyclic non-benzenoid aromatic compounds Douglas Lloyd Amsterdam [u.a.] Elsevier 1966 X, 220 S. Ill. txt rdacontent n rdamedia nc rdacarrier Mit Literaturangaben Aromatique, composé carbocyclique, non-benzénique biup Carbone - Composés ram Composés aromatiques Composés aromatiques ram Aromatic compounds HBZ Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=004584527&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Lloyd, Douglas Carbocyclic non-benzenoid aromatic compounds Aromatique, composé carbocyclique, non-benzénique biup Carbone - Composés ram Composés aromatiques Composés aromatiques ram Aromatic compounds |
| title | Carbocyclic non-benzenoid aromatic compounds |
| title_auth | Carbocyclic non-benzenoid aromatic compounds |
| title_exact_search | Carbocyclic non-benzenoid aromatic compounds |
| title_full | Carbocyclic non-benzenoid aromatic compounds Douglas Lloyd |
| title_fullStr | Carbocyclic non-benzenoid aromatic compounds Douglas Lloyd |
| title_full_unstemmed | Carbocyclic non-benzenoid aromatic compounds Douglas Lloyd |
| title_short | Carbocyclic non-benzenoid aromatic compounds |
| title_sort | carbocyclic non benzenoid aromatic compounds |
| topic | Aromatique, composé carbocyclique, non-benzénique biup Carbone - Composés ram Composés aromatiques Composés aromatiques ram Aromatic compounds |
| topic_facet | Aromatique, composé carbocyclique, non-benzénique Carbone - Composés Composés aromatiques Aromatic compounds |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=004584527&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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