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Unusual reactivity of highly strained cyclophanesDedicated to Prof. Dr Maitland Jones, Jr, on the occasion of his 60th birthday (1998)

Bickelhaupt, Friedrich ; de Wolf, Willem H.

Chichester : Wiley-Blackwell

Journal of Physical Organic Chemistry 11 (1998), S. 362-376

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Details

ISSN: 0894-3230

Schlagwort(e): highly strained cyclophanes ; reactivity ; Chemistry ; Theoretical, Physical and Computational Chemistry

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie , Physik

Notizen: An essential feature of the concept of aromaticity has been the stability and lack of reactivity of aromatics relative to that of other unsaturated compounds. Contrary to this general experience, high and unusual reactivity is encountered when simple, monocyclic benzene rings are bent by short bridges into a boat-shaped conformation, as is the case in small [n] paracyclophanes (n ≤ 8) and [n]metacyclophanes (n ≤ 7). This is illustrated, mostly with examples taken from the authors' own work, for thermal and photochemical behavior and reactions with electrophiles, nucleophiles and dienophiles. © 1998 John Wiley & Sons, Ltd.

Zusätzliches Material: 22 Ill.

Materialart: Digitale Medien

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