Atrane

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Atranes are a class of tricyclic

Lewis acidic atom such as silicon or boron at the other bridgehead.[1] The name "atrane" was first proposed by Mikhail Grigorievich Voronkov [ru].[1]

Nomenclature

allyl
silatrane molecule

Various atranes are named depending on the central element, e.g. "silatrane" (E = silicon); "boratrane" (E = boron); "phosphatrane" (E = phosphorus), etc. It is also proposed that when Y = nitrogen, the prefix "aza" be inserted before element + "atrane" (azasilatrane, for example) because atranes wherein E = silicon and Y = oxygen have been referred to as just "silatranes".[2]

Structure and properties

From left to right: atrane, quasiatrane and proatrane

Silatranes exhibit unusual properties as well as biological activity in which the coordination of nitrogen to silane plays an important role. Some derivatives such as phenylsilatrane are highly toxic.

The transannular coordinate bond in atranes can be stretched (quasiatranes) and even broken (proatranes,) by controlling their

stereoelectronic properties. The strength of the transannular interaction depends on the electronegativity
of the participating atoms and the size of the rings.

Protonation of Verkade base gives an atrane.[3]

catalyst
.

Fe(0)-N2 complex based on atrane framework.[4]

See also

References

  1. ^ a b Voronkov, Mikhail G.; Baryshok, Viktor P. "Atranes - a new generation of biologically active substances" (in Russian) Vestnik Rossiiskoi Akademii Nauk 2010, volume 80, 985-992.
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