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Book Review The Chemistry of Organophosphorus Compounds. Volume 3. Phosphonium Salts Ylides and Phosphoranes. (Series The Chemistry of Functional Groups. Series editor S. Patai.) Edited by F. R

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from a familiar solution-state polarization transfer experiment in Chapter 1 , a
mention of Hartmann-Hahn C P in solution via J-coupling would probably have
helped the reader to appreciate the unified
picture of gradual changes of NMR behavior all the way from non-viscous liquids t o rigid solids.
Chapters 3 and 4 deal with spin-spin
interactions and with magic angle spinning (MAS). including a very brief encounter with average Hamiltonian theory.
Again. this iz a topic of fundamental importance for the understanding of MAS
spectra. and for a more thorough understanding the reader will need to refer to
the original literature. Finally, Chapter 5
is concerned with spectrometer and probe
design. I t is probably a matter of taste
whether one considers such technicalities
as an important aspect of the fundamentals of C P MAS. Personally I would tend
t o agree with thc authors that such a chapter should be included: tuned rf circuits
:ind the principles of construction of
double resonance probes are of vital practical importance. A short description of
the basic features may, therefore, help to
bridge yet another gap. I feel that this
chapter will help to improve communication between "users" and engineers and
technicians. The collected appendices at
the end of the book are too short to be
In summary. I can recommend this
book ;is a useful, solid guide to the
"secrets" o f CP, MAS for all readers who
would tend to be frightened by physics
monographs. but nevertheless want a
deeper understanding than merely being
able to extract a n isotropic chemical shift
from a CP,MAS spectrum. Armed with
this book. with the desire to uti~lerstand,
and with access to the library (for the literature cited in the bibliographies), every
chemist should be able to master the basics
of high-resolution solid-state NMR.
Angelikn Sehold
Bayerisches Geoinstitut
UniversitSt Bayreuth
Bxyreuth (Germany)
The Chemistry of Organophosphorus
Compounds. Volume 3. Phosphonium
Salts, Ylides and Phosphoranes. (Series: The Chemistry of Functional
Groups. Series editor: S. Patui.)
Edited by E R. Hartlej.. Wiley,
Chichester, 1994. 442 pp., hardcover
E 120.00.--ISBN 0-471-93057-1
Volumes 1 and 2 of this four-volume series on the chemistry of organophosphorus compounds appeared in 1990 and
1992; the third volume has now been published. A survey of this nature covering
the still rapidly advancing field of
organophosphorus chemistry is very welcome, especially since other works in this
area, such as the handbook edited by
G. M. Kosolapoff and L. Maier, are now
over twenty years old.
It was noted earlier in reviews of the
two previous volumes (Angrit..Chenz. I t i f .
E d Engl. 1991. 30, 1046; ibict. 1993. 3-7,
1215) that a clear plan for the work as a
whole did not seem to emerge. This third
volume does little to alter that view, but it
is at least internally consistent. It covers
the phosphonium ylides and phosphonium salts, together with the closely related
phosphoranes containing a five-coordinated pentacovalent phosphorus atom.
The final chapter ("Chemical Analysis of
Organophosphorus Compounds", by H.
Feilchenfeld) does not really fit into the
context of the rest of the volume, and is
not directly related to the preceding chapters. It is in itself a very welcome contribution. but would perhaps have been better
placed a t the beginning of the series, or
alternatively it could have been delayed
until the last volume.
The book contains six contributions altogether on the ylides and phosphoranes.
all written by recognized experts in their
fields. Chapter I (D. G. Gilheaney) and
Chapter4 (S. M. Bachrach and C. I .
Nitsche) are concerned with bonding and
structure in phosphonium ylides, phosphonium salts, and phosphoranes. These
two fundamental chapters deal with similar subjects. but differ in their lengths and
in the depth of the treatment. A certain
degree of overlapping is evident.
The longest chapters are those concerned with the preparation, properties.
and reactions of phosphoniuin salts
(Ch. 2, H. J. Cristau and F. Plenat) and
with phosphoranes (Ch. 3. R. Burgada
and R. Setton). Chapter 5 (K. S. V. Santhanam) deals with the electrochemistry
of ylides, phosphonium salts, and phosphoranes. and Chapter 6 ( M . Dankowski)
with the photochemistry of these classes
of compounds.
Concluding the book. Chapter7 describes the chemical analysis of
organophosphorus compounds. giving an
overview of the available methods. froin
the classical wet-chemicnl methods to the
various instrumental methods (gas chromatography, mass spectrometry. etc.).
The very important method of NMR
spectroscopy, especially the application of
3'P N M R methodology to phosphorus
compounds, is not included (although it is
true that this has recently been covered by
other authors). Chapter 7 alone contains
over 400 literature references.
The book provides a detailed coverage
of the field of phosphonium ylides. phosphonium salts, and phosphoranes in
about 350 pages of closely printed text.
For each of these classes of compounds
several hundred well-chosen references
are listed (original papers. review articles,
and monographs). giving the reader easy
access to the literature. However. only a
few of these refer to publications from
1990 onwards. Also there are many instances where insufficient care has been
taken with the references. I t is disconcerting when the same author's name appears
with two, or even three. different
spellings, and these garbled names then
reappear in the author index. sometimes
immediately adjacent to each other and
sometimes widely separated.
Despite some shortcomings of the kind
mentioned above. this third volume in the
series edited by Hartley i h a n indispensable addition to the literature for all
organophosphorus chemists. and the final
volume is awaited with interest. Finally,
this review would be incomplete without a
comment which unfortunately nowadays
applies all too often. namely that although the book should be in the departmental library of every organophosphorus chemist. its high price is likely to
discourage any wider circulation.
Institut fur Anorganische und
Anal) iische Chemie
der Technischcn Universitlit
Braunschweig (Germany)
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