Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
Inverted Bond and Its Effect on the Strains of [1.1.1]Propellane Frameworks
Satoshi InagakiTetsushi YamamotoShigenori Ohashi
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1997 Volume 26 Issue 10 Pages 977-978


The delocalization of σ electrons from a normal bond to a geminal “inverted” bond was shown to be strongly bonding due to the orbital phase property. The bonding property of the geminal delocalization was predicted to increase with bond inversion. The central bond between the bridgehead atoms in the [1.1.1]propellane frameworks (1) is inverted to relax the ring strains as the row of the elements is high in the periodical table. The strain decreases in the order of 1a (M = C) > 1b (M = Si) > 1c (M = Ge) > 1d (M = Sn).

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© 1997 The Chemical Society of Japan
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