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Ronald G. Harvey. Wiley, VCH: New York, 1997. 667
pp. ISBN 0-471-18608-2. $125.
This text is a timely and welcome addition to the
ever-growing literature on polycyclic aromatic hydrocarbon
(PAH) chemistry and an essential addition to the chemist's
library. It is the most comprehensive and complete account of
the synthesis and chemical properties of polyarenes to date.
The author has brought together, in one volume, detailed
information on the physical and spectral properties,
synthetic methods, chemical reactions, and molecular structures of
a broad range of polyarenes, both alternant and nonalternant,
and their substituted derivatives. (A total of 358 ring
structures are covered, 233 of which are nonalternant PAH
compounds.) The author does not deal with the environmental,
medical, and biological aspects of polyarenes; thus, it may prove
a disappointment to the environmental chemist.
The text is targeted at graduate-level
courses in polyarene chemistry and environmental
chemistry. From my own experiences as an undergraduate and postgraduate student, this
is a neglected area of chemistry. This book may help to
remedy this deficiency. It is a good primary text for a more
advanced course in the organic chemistry of polyarenes. A good
working knowledge and understanding of basic organic chemistry
is essential (the text is not for the faint-hearted).
The book is divided into a preface, 11 chapters, and
an index. An introductory chapter of 20 pages deals with
the environmental occurrence and biological importance,
nomenclature, and classification of polyarenes. Chapter 2 (20
pages), entitled "Structures and Aromaticity", summarizes
aromaticity, bond order and bond length, molecular structures and
bond localization, planarity and X-ray analysis, and
diamagnetic susceptibility. The best chapters are Chapters 3 and 4.
Chapter 3 (42 pages) deals with "General Synthetic
Methods". Chapter 4, entitled "Reactions", surveys the most
important types of chemical reactions undergone by polyarenes of
all types. These two chapters are excellent and well
referenced and treat their respective topics exhaustively. Chapters
5 through 7 survey the chemistry of alternant polyarenes
having 5, 6, and 7 fused aromatic rings. In Chapter 6 we are
told that there are 37 possible isomers of alternant PAHs
with molecular formula
C26H16, consisting of six fused
benzenoid rings. Chapters 8 through 11 deal with the chemistry
of nonalternant polyarenes having 4, 5, 6, and 7 fused
aromatic rings.
In all cases, the criteria for inclusion of polyarenes
are the availability of synthetic information and data on
spectral and chemical properties. Each chapter is lavishly
referenced (for example there are 41 references in Chapter 1 and 314
in Chapter 5), but citations are restricted to essential
original references and to articles that review the pertinent literature.
This is a well-written, concise, and well-presented
book, consistent with the high standards I have grown to
expect from this publishing house. It is well researched and
referenced and contains many excellent diagrams and
tables. The contents section is very detailed and easily
accessed. However, I am perplexed that the author insists on using
the angstrom as the unit of bond length instead of
nanometers or picometers and uses kcal/mole as the unit of bond
energy in place of kJ/mole. In Table 2.3 the unit of bond length
is omitted; it is assumed to be the angstrom.
There is no reference to the Internet or to software
in this text. A glossary should have been included.
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