An Isolable Tetrasilicon Analogue of a Planar Bicyclo[1.1.0]butane with π-Type Single-Bonding Character
Takumi Nukazawa1, Takeaki Iwamoto1
1Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578, Japan.
Abstract:
Isolable compounds that contain π bonding without an underlying σ-bond framework (π-type single bonding) remain scarce. Herein we report the synthesis and properties of 1,3-diiodotetrasilabicyclo[1.1.0]butane 2 via 1,2-diiodination of the corresponding bridgehead disilene 1. Single-crystal X-ray diffraction analysis of 2 revealed a planar bicyclic silicon ring with a planar geometry around the bridgehead silicon atoms and a long bridgehead Si-Si distance. DFT calculations suggested a π-type single bond between the bridgehead Si atoms in 2 and indicated that the high planarity of 2 should most likely be attributed to the bulky substituents at the bridge positions.
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