AROMATICITY and ANTIAROMATICITY
JOHN WILEY and SONS announces...
AROMATICITY and ANTIAROMATICITY
Electronic and Structural Aspects
by V. Minkin, M. Glukhovtsev & B. Simkin
The concept of aromaticity is vital in theoretical chemistry. Its versatility
and usefulness for the systematization and prediction of peculiarities of
structure and reactivity of organic compounds are well proven. Recent years
have seen a virtual explosion in the development of various criteria of
aromaticity and in theoretical work aimed at gaining a deeper insight into the
origins of this phenomenon.
This work critically analyzes the different approaches to the quantitative
description of aromaticity, according to principal physical criteria, scope and
limitations. Unlike earlier works on the subject, AROMATICITY and
ANTIAROMATICITY emphasizes the role modern THEORETICAL and COMPUTIONAL chemistry
has played in the development of the concept and
its expansion into new branches of chemistry such as ORGANOMETALLIC
and CLUSTER structures, compounds withTHREE-DIMENSIONAL structures and SATURATED
compounds.
Written for specialists and graduate students in PHYSICAL, ORGANIC and
ORGANOMETALLIC chemistry, this work clarifies definitions, criteria,
theoretical background and recent development and applications. The book...
Helps chemists integrate the results of calculations on molecules
and ions into the general body of chemical knowledge
Includes important experimental observations on aromatic structures and
behavior
Provides an extensive bibliography covering the literature up through
1992 and end-of chapter references, presenting readers with all the
sources necessary for further research.
TABLE OF CONTENTS
Chapter 1. INTRODUCTION
Chapter 2. CRITERIA OF AROMATICITY AND ANTIAROMATICITY
2.1. Demands on these criteria
2.2. Energetic criteria
2.3. Structural criteria
2.4. Magnetic criteria
2.5. Other criteria of aromaticity and antiaromaticity
2.6. Interrelation between various types of aromaticity indices
Chapter 3. DELOCALIZATION MODES AND ELECTRON-COUNT RULES
3.1. Aromaticity types stemming from the ribbon delocalization in a cyclic
system with planar or distorted planar geometry of a ring
3.2. Aromaticity types due to surface delocalization
3.3. Volume delocalization
3.4. Electron-count rules, the Huckel rule
Chapter 4. ANNULENES, MONOCYCLIC CONJUGATED IONS AND ANNULENOANNULENES
4.1. Annulenes
4.2. Monocyclic aromatic and antiaromatic ions
Chapter 5. HETEROAROMATICITY
5.1. General trends observed in the change of the aromatic character due to
heterosubstitution
5.2. Heterocyclic analogs of annulenes and monocyclic conjugated ions
5.3. Nitrogen and phosphorus analogs of annulenes and monocyclic conjugated
ions
5.4. Aromaticity concept in chemistry of heavier group 14 elements (the
analogs of carbon)
Chapter 6. HOMOAROMATICITY
6.1. General Outline
6.2. Qualitative Approach
6.3. Homoaromatic Cations
6.4. Does Homoaromaticity Take Place for Anions?
6.5. Can Neutral Molecules Manifest Homoaromaticity?
Chapter 7. sigma-AROMATICITY
7.1. sigma-Delocalization and sigma-Conjugation
7.2. sigma-Aromaticity
Chapter 8. IN-PLANE AND RADIAL AROMATICITY
Chapter 9. THREE-DIMENSIONAL AROMATICITY
9.1. Resonance energies of polyhedral organometallics
9.2. Pyramidal organic molecules and ions
9.3. Sandwich and bipyramidal structures
9.4. Three-dimensional aromaticity and electron counting in clusters
Chapter 10. SPHERICAL AROMATICITY
Chapter 11. IS THE PHYSICAL NATURE OF ARTOMATICITY KNOWN?
April 1994 366pp. $79.95
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