Aromaticity and Other Conjugation Effects

1. Auflage 2012
ISBN: 978-3-527-32934-2
Verlag: Wiley VCH Verlag GmbH

Buch, Englisch, 452 Seiten, Format (B × H): 177 mm x 250 mm, Gewicht: 885 g

Die anregende Lektüre vermittelt Ihnen die wichtigsten Ansätze zur Beschreibung von Molekülen mit konjugierten Bindungen und ihren spezifischen Eigenschaften. Die vorgestellten Zusammenhänge zwischen Struktur, Spektren und Reaktivität lassen sich für viele organische Moleküle verallgemeinern.

Autoren/Hrsg.

Gleiter, Rolf

Haberhauer, G.

Weitere Mitwirkende

Hoffmann, Roald

Fachgebiete

• Naturwissenschaften Chemie Chemie Allgemein Chemometrik, Chemoinformatik
• Naturwissenschaften Chemie Physikalische Chemie Molekulare Chemische Nanostrukturen
• Naturwissenschaften Chemie Organische Chemie

Inhaltsverzeichnis

CONJUGATED pi-SYSTEMS
Linear Conjugated Polyenes
Conjugated Oligoalkynes
Conjugated Planar Monocyclic Systems
Aromaticity Criteria
Structures of Monocyclic (4n)pi and (4n+2)pi Annulenes
Conjugated Polycyclic Planar pi Electron Systems
Substituent Effects
Conjugation in Two and Three Dimensions

THROUGH-SPACE INTERACTION BETWEEN pi SYSTEMS
Homoconjugation
Transannular Effects
Homoaromatic Systems
Spiroconjugation

DONOR-ACCEPTOR INTERACTIONS BETWEEN PLANAR ARENES
Donor-Acceptor Complexes
Structures of Benzene and Related Aromatics in the Solid State
Interactions Between Molecules of Opposite Electric Quadrupole Moments
Model Studies to Measure the Strength of Non-Covalent Interactions Between pi Systems in Organic Solvents
Model Calculations on pi-pi Interactions
Applications and Consequences of pi-pi Interactions of Arenes in Chemistry

THROUGH-BOND INTERACTION BETWEEN pi SYSTEMS AND NON-BONDING ELECTRON PAIRS OF HETEROATOMS
Theoretical Models
Dehydroaromatics
Through-Bond Interaction Between Non-Conjugated pi Systems
Rationalization of Intramolecular Reactivity by Through-Bond Coupling

HYPERCONJUGATIVE INTERACTIONS
Concept of the Two-Electron/Two-Orbital Interactions
Definition and Manifestation on Ground State Properties
Positive Hyperconjugation (sigma-p, sigma-pi* and sigma-sigma* Interactions)
Negative Hyperconjugation (n-sigma* and pi-sigma* Interactions)

THEORETICAL METHODS
Quantum Chemical Calculation Methods - An Overview
Orbital Interactions
Spectroscopic Methods for Detecting Conjugation Effects

APPENDIX
Character Tables for Selected Symmetry Groups
Basic Equations for Nuclear Magnetic Shielding in Molecules
Energy Conversion Table and Abbreviations

Über Autor(innen)

Haberhauer, G.
Gebhard Haberhauer is Professor for Organic Chemistry at the University of Duisburg-Essen. He studied chemistry at the Universities of Vienna and Heidelberg and received his Ph.D. from the University of Heidelberg under the supervision of R. Gleiter. From 1999 - 2000 he was a postdoctoral fellow in the laboratory of J. Rebek, Jr. at The Scripps Research Institute in La Jolla. After working one year at BASF in Ludwigshafen, he returned to the University of Heidelberg, where he qualified for university teaching (Habilitation) from 2001 to 2005 under the mentorship of R. Gleiter. In 2005, he was appointed Professor for Organic Chemistry at the University of Duisburg-Essen. His current research interests include chirality induction with azole-containing cyclopeptides and the synthesis of molecular switches and motors.

Gleiter, Rolf
Rolf Gleiter has been professor emeritus since 2005 and in 2011 was appointed senior professor of chemistry at the University of Heidelberg. He studied chemistry and completed his doctoral thesis under the supervision of F. Effenberger in Stuttgart in 1964. From 1965 - 1968 he carried out postdoctoral work in the USA, one year with P. v. R. Schleyer at Princeton and two years with Roald Hoffmann at Cornell. He qualified for university teaching (Habilitation) in the laboratory of E. Heilbronner in Basel in 1972 and moved one year later as a full professor to the TU Darmstadt. From 1979 - 2005 he was professor at the University of Heidelberg. His main areas of research have been intra- and intermolecular bonding properties which were studied by synthesizing model systems and through investigations of their interactions by physical measurements supported by quantum chemical calculations. This work resulted in the synthesis of novel cyclophanes, cyclic oligoacetylenes, strained hydrocarbons and vicinal polyketones, and has led to various awards and honorary degrees.

Rolf Gleiter has been professor emeritus since 2005 and was appointed senior professor of chemistry at the University of Heidelberg in 2011. He studied chemistry and completed his doctoral thesis under the supervision of F. Effenberger in Stuttgart in 1964. From 1965 - 1968 he carried out postdoctoral work in the USA, one year with P. v. R. Schleyer at Princeton and two years with Roald Hoffmann at Cornell. He qualified for university teaching (Habilitation) in the laboratory of E. Heilbronner in Basel in 1972 and moved one year later as a full professor to
the TU Darmstadt. From 1979 - 2005 he was professor at the University of Heidelberg. His main areas of research have been intra- and intermolecular bonding properties studied by synthesizing model systems and through investigations of their interactions by physical measurements supported by quantum chemical calculations. This work resulted in the synthesis of novel cyclophanes, cyclic oligoacetylenes, strained hydrocarbons and vicinal polyketones, and has led to various awards and honorary degrees.

Gebhard Haberhauer is Professor for Organic Chemistry at the University of Duisburg-Essen. He studied chemistry at the Universities of Vienna and Heidelberg and received his Ph.D. from the University of Heidelberg under the supervision of R. Gleiter. From 1999 - 2000 he was a postdoctoral fellow in the laboratory of J. Rebek, Jr. at The Scripps Research Institute in La Jolla. After working one year at BASF in Ludwigshafen, he returned to the University of Heidelberg, where he qualified for university teaching (Habilitation) from 2001 to 2005 under the mentorship of R. Gleiter. In 2005, he was appointed Professor for Organic Chemistry at the University of Duisburg-Essen. His current research interests include chirality induction with azole-containing cyclopeptides and the synthesis of molecular switches and motors.