TY - JOUR
T1 - An Isolable Tetrasilicon Analogue of a Planar Bicyclo[1.1.0]butane with π-Type Single-Bonding Character
AU - Nukazawa, Takumi
AU - Iwamoto, Takeaki
N1 - Funding Information:
This work was supported by JSPS KAKENHI Grants JP25248010 and JP17H03015 (T.I.). The authors thank Prof. Shintaro Ishida (Tohoku University) for helpful discussions.
Publisher Copyright:
Copyright © 2020 American Chemical Society.
PY - 2020/6/3
Y1 - 2020/6/3
N2 - Isolable compounds that contain πbonding 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.
AB - Isolable compounds that contain πbonding 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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U2 - 10.1021/jacs.0c03874
DO - 10.1021/jacs.0c03874
M3 - Article
C2 - 32375476
AN - SCOPUS:85085909686
VL - 142
SP - 9920
EP - 9924
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 22
ER -