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Sterische Behinderung der Isocyanid-Cyanid-Umlagerung in einer Brückenkopfposition (1991)

Pakusch, Joachim ; Rüchardt, Christoph

Weinheim : Wiley-Blackwell

Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 971-972

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ISSN: 0009-2940

Keywords: Isocyanide-cyanide rearrangement ; Bridgehead reactivity ; Chemistry ; Inorganic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Steric Hindrance of the Isocyanide-Cyanide Rearrangement in a Bridgehead PositionThe activation barrier of the isocyanide-cyanide rearrangement of 13-isocyano-1,4,5,8,9,12-hexamethyltriptycene (5) is the highest of all known isocyanides. The special position of this compound can be explained by a strong increase of strain enthalpy during the isomerization. This is due to the cage-like inclusion of the isocyano group in the bridgehead position by the methyl groups in the positions 1, 8, and 9.

Additional Material: 2 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/cber.19911240443

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