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Book Review Iminium Salts in Organic Chemistry. Part 1. Edited by H. Bhme and H. G. Viehe

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ing answer. If the reader does not give the right answer,
he is told which part of the book he should consult again.
In some cases no mathematical proof is offered, but the author
does state expressly that he finds it more important for the
reader to use the mathematical method correctly than to
be able to prove all the theories.
The book is a really successful attempt at presenting the
scientist with this important and relevant mathematical subject
in the most rational manner possible, in such a way that
the methods can be used correctly for the solution of problems.
It is therefore highly recommended to everyone interested
in molecular structure.
H. G. Zachmann [NB 406 IE]
Iminium Salts in Organic Chemistry. Part 1. Edited by H .
Bohme and H . G. Viehe. Vol. 9 in the series Advances
in Organic Chemistry, Methods and Results. John Wiley
and Sons, New York-London, 1976. 1st Edit., xi, 631 pp.,
bound, $ 32.00.
In the first chapter, entitled “The Electronic Structure of
Iminium Ions” (21 pages), P . A . Kollman gives the results
of quantum-mechanical calculations on the electronic structure, geometry, rotation barriers, and spectroscopic properties
of these ions. In the second chapter, “Structure Determination
of Iminium Salts by Physical Methods” (82 pages), R. M e r h y i
discusses experimental results given in tabulated form and
examines possible equilibria of the type:
H . Bohme and M . Haake’s third chapter, “Methyleniminium
Salts” (1 17 pages), is fundamental from the preparative point
of view. The authors concentrate on the dissociated “N-chloromethylamines”, and their full account of the methods of preparation will impress even the expert, with its brief description
of the physical properties and comprehensive treatment of
the reactions.
In the fourth chapter, “The Vilsmeier-Haack-Arnold Acylations. C-C Bond-Forming Reactions of Chloromethyleniminium Ions” (117 pages), by C . Jutz, the emphasis is placed
on the reactions between dissociated “dichloromethylamines”
(derived from amides) and aliphatic compounds. They go
beyond the Vilsmeier-Haack formylation, since they give not
only aldehydes but also many other products. In Chapter
5, “Chemistry of Dichloromethyleniminium Salts (Phosgeniminium Salts)”(77pages),Z . Janousek and H . G. Viehe discuss
the dissociated “trichloromethylamines”, which are in the same
oxidation state as carbamic acid and whose study did not
start until 1970. The three replaceable chlorine atoms and
the ease of chlorination and aminomethylation open up very
wide synthetic possibilities.
The sixth chapter, “cc-Haloenamines and Keteniminium
Salts” (1 12 pages), by L. Ghosez and J . Marchand-Brynaert,
deals with covalent cc-chloroenamines,which very readily dissociate into ketenimmonium chlorides. Their chemistry is characterized by nucleophilic substitutions of the chlorine atom
(aminoalkylenation), enamine-type reactions, and cycloadditions. Chapter 7, “N-Heteroiminium Salts” (54 pages), by J .
Elguero and C. Marzin, is devoted to immonium salts with
heteroatoms (0,S, N) attached to the nitrogen, examples
being derivatives of hydrazines, hydroxylamine, and sulfenic
acid amides.
This outstanding book is the first to give such a comprehensive and authoritative account of immonium salts. However,
in places one would welcome a more elegant use of formulas
and a word or two about the contents of Part 2.
Giinter Opitz [NB 398 IE]
Angew. Chem. I n t .
Ed. Engl. 1 7 (1978) N o . 3
Fundamentals of Chemical Relaxation. By H . Strehlow and
W Knoche. Vol. 10 of the series “Monographs in Modem
Chemistry”. Edited by H . F. Ebel. Verlag Chemie, Weinheim
1977. x, 133 pp., bound, DM 68.-.-ISBN
3-527-25722-5
Das Arbeiten mit ionenselektiven Elektroden. By K . Cummann.
Vol. 13 of the series “Anleitungen fur die chemische Laboratoriumspraxis”. Edited by F. L. Boschke, V: A . Fussel, W
Fresenius, J . F. K . Huber, E. Pungor, W Simon, and 7:
S. West. Springer-Verlag, Berlin 1977. 2nd, revised and
enlarged edition, xii, 227 pp., bound, DM 76.--.-ISBN
3-540-07947-5
The Use of Chemical Abstracts: A Descriptive Guide to the
Organisation. Development and Use of Chemical Abstracts
and its Associated Indexes. By M . B. M . Campbell. Grifith
University Library, Nathan, Queensland 1977. vi, 37 pp.,
paperback, $ 3.50.-ISBN 0-86857
ESR Spectroscopy in Polymer Research. By R . Riinby and
J . F. Rabek. Vol. 1 of the series “Polymers-Properties
and Applications”. Edited by H.-J. Cantow, H . J . Harwood,
J . P . Kennedy, J . Meissner, S , Okumura, G . Olivi, and S.
Olive. Springer-Verlag, Berlin 1977. xiv, 410 pp., bound,
DM 112.--.-ISBN
3-540-08151-8
Grundlagender TechnischenElektrochemie. Erweiterte Fassung
eines Dechema-Experimentalkurses. By E. Heitz and G.
Kreysa. From the “reprotext” series. Verlag Chemie, Weinheim 1977. xiv, 290 pp., paperback, DM 48.-.--ISBN
3527-25754-3
Gmelin Handbuch der Anorganischen Chemie. Springer-Verlag,
Berlin 1977, 8th edition.
Erganzungswerk, Band 45 : Borverbindungen. Teil 14: BorWasserstoff-Verbindungen I.xxii, 310 pp., bound, DM
704.-.-ISBN
3-540-93341-7
Hauptwerk, System-Nr. 14: Kohlenstoff. Tell D : Die Verbindungen. Lieferung 5 : Kohlenstoff-Schwefel-Verbindungen
(Fortsetzung). xxvi, 237 pp., bound, DM 571.-.-ISBN
3-540-93342-5
Hauptwerk, System-Nr. 46: Zinn. Tell C: Die Verbindungen.
Lieferung 5 : Komplexverbindungen des Zinns. xxiv, 246
pp., bound, DM 613.-.-ISBN
3-540-93345-X
Hauptwerk, System-Nr. 55 : Uran. Erganzungsband, Teil
C: Die Verbindungen. Lieferung 1: Verbindungen mit Edelgasen und Wasserstoff sowie System Uran-Sauerstoff. xx,
206 pp., bound, DM 521 .-.-ISBN
3-540-93344-1
Gmelin Handbuch der anorganischenChemie. Erganzungswerk,
Band 46: Borverbindungen, Teill5: Amin-Borane. SpringerVerlag, Berlin 1977. 8th Edit., 170 pp., DM 407.-.-ISBN
3.540-93347-6
Quantum Pharmacology. By W G. Richards. Butterworths,
London 1977. xiii, 213 pp., bound, E 12.OO-ISBN 0-408709 19-7
219
Aromatic and Heteroaromatic Chemistry,Vol. 5. Senior Reporters: C. W Bird and G. W H. Cheeseman. The Chemical
Society, London 1977. xv, 566 pp., bound, DM 178.50.ISBN 0-85186-793-6.-A volume of the series “Specialist
Periodical Reports”
Photochemistry 6. Plenary Lectures Presented at the Sixth
International Symposium on Photochemistry, Aix-en-Provence, 19-23 July 1976. Symposium Editor: A. Gilbert.
Pergamon Press, Oxford 1977. p. 223-398, bound, DM
96.-.-ISBN
0-08-021201-8
Microemulsions. Theory and Practice. Edited by L. M . Prince.
Academic Press, New York 1977. xii, 179 pp., bound,
$ 12.00.-ISBN 0-12-565750-1
Colloid and Surface Science. Plenary and Main Lectures Presented at the International conference on Colloid and Surface Science, Budapest, 15-20 September 1975. Conference
Editor: E. Wolfram, Pergamon Press, Oxford 1977. pp. 387494, bound, DM 60.-.
-ISBN 0-08-021570-X
Handbuch der photometrischen Analyse organischer Verbindungen, 1. Erganzungsband. By B. KakriZ and Z . J . Vejddlek.
Verlag Chemie, Weinheim 1977. xxv, 464 pp., bound, DM
138.-.-ISBN
3-527-25707-1
Electronic Structure and Magnetism of Inorganic Compounds,
Vol. 5. Senior Reporter: P. Day. The Chemical Society,
London 1977. viii, 248 pp., bound, DM 107.10.-ISBN
0-85186-291-8.-A volume of the series “Specialist Periodical Reports”
International Union of Pure and Applied Chemistry: NonAqueous Solutions 5. Plenary and Section Lectures Presented
at the Fifth International Confetence on Non-Aqueous Solutions, Leeds, England, 5-9 July 1976. Conference Editor:
J . B. Gill. Pergamon Press, Oxford 1977. 124 pp., bound,
DM 71.25.-ISBN 0-08-021202-6
Polymerization of Heterocycles(Ring Opening).Main Lectures
Presented at the International Symposium on Polymerization of Heterocycles (Ring Opening), Warsaw-Jablonna,
23-25 June 1975. Herausgeber : S. Penczek. Pergamon
0-08Press, Oxford 1977. pp. 247-371, DM 54.-.-ISBN
021367-7
Low Molecular Weight Sulphur-Containing Natural Products.
Plenary Lectures Presented at the International Symposium
on Low Molecular Weight Sulphur Containing Natural
Products, Jablonna, Warsaw, 12-16 July 1976. Symposium
Editor: J . W6bel. Pergamon Press, Oxford 1977. pp. 137210, bound, DM 60.-.--ISBN
0-08-021204-2
Photochemistry, Vol. 8. Senior Reporter: D.Bryce-Smith. The
Chemical Society, London 1977. xix, 644 pp., bound, DM
188.70.-ISBN 0-85186-075-3.-A volume of the series
“Specialist Periodical Reports”
Micellization, Solubilization, and Microemulsions, Vols. 1 and
2. Edited by K . L. Mittal. Plenum Press, New York
1977. Vol. 1: xxxi, 487 pp., bound, $ 54.00.-ISBN
0-306-31023-6; Vol. 2 : xiii, 945 pp., bound, $ 54.00-ISBN
0-306-310244
Anatomie und Physiologie des Menschen (15 Lehrprogramme).
Band 8: Nieren und ableitende Harnwege. Von D. F. Culclasure. Verlag Chemie, Weinheim, 2nd Edit. 1977. xxii, 134
pp., paperback, DM 15.50.-ISBN 3-527-25737-3
Band 4: Herz und Kreislaufsystem. 2nd reprint of 1st
edition 1977, xviii, 112 pp., paperback, DM 15.50.ISBN 3-527-25030-1/2
Band 2: Das Skelett. 2nd Edit. 1977,xxi, 132 pp., paperback,
DM 15.50.-ISBN 3-527-257314
Sussex-N.P.L. Computer Analysed Thennochemical Data:
Organic and Organometallic Compounds. By J . B. Pedley
and J . Rylance. The University of Sussex, Brighton 1977.
Paperback, E 10.00.
Terpenoids and Steroids, Vol. 7. Senior Reporter: J . R. Hanson.
The Chemical Society, London 1977. x, 349 pp., bound,
DM 127.50.-ISBN 0-85186-316-7.-A volume of the series
“Specialist Periodical Reports”
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220
Angew. Chem. I n t . E d . Engl. 17 ( 1 9 7 8 ) No. 3
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