Classics in Hydrocarbon Chemistry

Syntheses, Concepts, Perspectives
1. Auflage 2000
ISBN: 978-3-527-29606-4
Verlag: WILEY-VCH

Buch, Englisch, 547 Seiten, Format (B × H): 172 mm x 245 mm, Gewicht: 1062 g

Kohlenstoff und Wasserstoff - jedem Chemiestudenten sind sie wohlbekannt als Grundbausteine der Organischen Chemie. Welch ungeahnte Vielfalt von Verbindungen sich aus diesen Elementen aufbauen läßt, zeigt dieses einzigartige Buch. Dabei beschränkt es sich nicht nur auf die bloße Darstellung von Struktur und Eigenschaften von Kohlenwasserstoffen, sondern verdeutlicht überdies die Herausforderung, die Moleküle wie Tetrahedran, Superphan oder Dodecahedran an das synthetische Geschick eines jeden Organikers stellen. In seinem Konzept folgt das Werk - retrosynthetische Analyse der Reaktionssequenzen, ausführliche Erläuterung der Synthesemethoden, umfassende Verweise auf die Originalliteratur - dem Bestseller von K. C. Nicolaou und E. J. Sorensen "Classics in Total Synthesis". Es vermittelt so eine Fülle von generellen Prinzipien und Methoden der organischen Synthese und empfiehlt sich auf Jahre hinaus als Standardwerk, das jedem Studenten und Organiker in Forschung und Lehre geläufig sein sollte.

Zielgruppe

Organiker, Naturstoffchemiker, Studenten der Chemie, Dozenten der Chemie, Chemiker in der Industrie

Autoren/Hrsg.

Hopf, Henning

Fachgebiete

• Naturwissenschaften Chemie Organische Chemie Supramolekularchemie

Inhaltsverzeichnis

Preface FROM SIMPLE BUILDING BLOCKS TO COMPLEX TARGET MOLECULES AND MULTIFACETED REACTIONS ADAMANTANE AND OTHER CAGE HYDROCARBONS Adamantane Higher analogs of adamantane Twistane Tetraasterane References THE PRISMANES Triprismane [5]-Prismane En route to hexaprismane References THE PLATONIC HYDROCARBONS Tetrahedrane Cubane ([4]-prismane) Dodecahedrane References BRIDGEHEAD-DISTORTED HYDROCARBONS Propellanes Fenestranes out,out, out,in and in,in Hydrocarbons References ALKENES Linear conjugated polyenes Cyclopropene, the smallest cycloolefin and how it can be used in hydrocarbon synthesis Large-ring cycloalkenes by transition metal-catalyzed oligomerization of dienes Distorted olefins: trans-cycloalkenes, anti-Bredt-hydrocarbons, betweenanenes, and pyramidalized olefins Tetrakis-tert-butylethene - an exercise in preparative futility References ALKYNES Polyacetylenes - rods made of carbon Angle-strained cycloalkynes Medium and large-ring alkynes References ALLENES AND CUMULENES Acyclic allenes Acyclic cumulenes Cyclic allenes Cyclic cumulenes References THE ANNULENES 1,3-Cyclobutadiene Benzene and its isomers Cyclooctatetraene and the (CH)8 isomers The higher annulenes Bridged annulenes References CROSS-CONJUGATED AND RELATED HYDROCARBONS The dendralenes The fulvenes The fulvalenes Pentalene, azulene, heptalene and other zero-bridged annulenes The [n]radialenes The [n]rotanes References LEAVING THE P-PLANE-NON-PLANAR AROMATIC COMPOUNDS The helicenes The circulenes The cyclophanes References THREE-DIMENSIONAL OLIGOOLEFINS Barrelene Triptycene and the iptycenes Bullvalene and semibullvalene Triquinacene Spiropolyenes, stellapolyenes and related hydrocarbons References EXTENDED SYSTEMS I. FROM BENZENE TO GRAPHITE SUBSTRUCTURES Linearly annelated polycyclic aromatic hydrocarbons Angularly annelated polycyclic aromatic hydrocarbons Condensed aromatic hydrocarbons with ribbon structures Graphite substructures References EXTENDED SYSTEMS II. BEYOND THE PAH PATTERN From biphenylene to linear and angular [n]phenylenes Extended structures containing triple bonds Building with cyclopropane rings References CLASSICS IN HYDROCARBON SYNTHESIS: THREE EXAMPLES FROM PHYSICAL ORGANIC CHEMISTRY The dehydrobenzenes Non-Kekulé hydrocarbons Bond fixation in benzene rings References Author Index Subject Index

Preface
FROM SIMPLE BUILDING BLOCKS TO COMPLEX TARGET MOLECULES AND MULTIFACETED REACTIONS
ADAMANTANE AND OTHER CAGE HYDROCARBONS
Adamantane
Higher analogs of adamantane
Twistane
Tetraasterane
References
THE PRISMANES
Triprismane
[5]-Prismane
En route to hexaprismane
References
THE PLATONIC HYDROCARBONS
Tetrahedrane
Cubane ([4]-prismane)
Dodecahedrane
References
BRIDGEHEAD-DISTORTED HYDROCARBONS
Propellanes
Fenestranes
out,out, out,in and in,in Hydrocarbons
References
ALKENES
Linear conjugated polyenes
Cyclopropene, the smallest cycloolefin and how it can be used in hydrocarbon synthesis
Large-ring cycloalkenes by transition metal-catalyzed oligomerization of dienes
Distorted olefins: trans-cycloalkenes, anti-Bredt-hydrocarbons, betweenanenes, and pyramidalized olefins
Tetrakis-tert-butylethene - an exercise in preparative futility
References
ALKYNES
Polyacetylenes - rods made of carbon
Angle-strained cycloalkynes
Medium and large-ring alkynes
References
ALLENES AND CUMULENES
Acyclic allenes
Acyclic cumulenes
Cyclic allenes
Cyclic cumulenes
References
THE ANNULENES
1,3-Cyclobutadiene
Benzene and its isomers
Cyclooctatetraene and the (CH)8 isomers
The higher annulenes
Bridged annulenes
References
CROSS-CONJUGATED AND RELATED HYDROCARBONS
The dendralenes
The fulvenes
The fulvalenes
Pentalene, azulene, heptalene and other zero-bridged annulenes
The [n]radialenes
The [n]rotanes
References
LEAVING THE P-PLANE-NON-PLANAR AROMATIC COMPOUNDS
The helicenes
The circulenes
The cyclophanes
References
THREE-DIMENSIONAL OLIGOOLEFINS
Barrelene
Triptycene and the iptycenes
Bullvalene and semibullvalene
Triquinacene
Spiropolyenes, stellapolyenes and related hydrocarbons
References
EXTENDED SYSTEMS I. FROM BENZENE TO GRAPHITE SUBSTRUCTURES
Linearly annelated polycyclic aromatic hydrocarbons
Angularly annelated polycyclic aromatic hydrocarbons
Condensed aromatic hydrocarbons with ribbon structures
Graphite substructures
References
EXTENDED SYSTEMS II. BEYOND THE PAH PATTERN
From biphenylene to linear and angular [n]phenylenes
Extended structures containing triple bonds
Building with cyclopropane rings
References
CLASSICS IN HYDROCARBON SYNTHESIS: THREE EXAMPLES FROM PHYSICAL ORGANIC CHEMISTRY
The dehydrobenzenes
Non-Kekulé hydrocarbons
Bond fixation in benzene rings
References
Author Index
Subject Index

Über Autor(innen)

Literature Prize for Henning Hopf:

Henning Hopf, Professor of Organic Chemistry at the Technische Universitaet Braunschweig (Germany), was recently awarded the German Chemical Industry Society's (VCI) Literature Prize 2001 for his monograph Classics in Hydrocarbon Chemistry: Syntheses, Concepts, Perspectives. VCI President Manfred Schneider emphasized the powerful synthetic methods as well as the clear concept and style of the book.