Boosting Ring Strain and Lewis Acidity of Borirane: Synthesis, Reactivity and Density Functional Theory Studies of an Uncoordinated Arylborirane Fused to o-Carborane

Wei，Yuxiang1; Wang，Junyi1,2; Yang，Weiguang1; Lin，Zhenyang2; Ye，Qing1,3,4

2022

10.1002/chem.202203265

CHEMISTRY-A EUROPEAN JOURNAL   Impact Factor & Quartile

0947-6539

1521-3765

Among the parent borirane, benzoborirene and ortho-dicarbadodecaborane-fused borirane, the latter possesses the highest ring strain and the highest Lewis acidity according to our density functional theory (DFT) studies. The synthesis of this class of compounds is thus considerably challenging. The existing examples require either a strong π-donating group or an extra ligand for B-coordination, which nevertheless suppresses or completely turns off the Lewis acidity. The title compound, which possesses both features, not only allows the 1,2-insertion of P=O, C=O or C≡N to proceed under milder conditions, but also enables the heretofore unknown dearomative 1,4-insertion of Ar−(C=O)− into a B−C bond. The fusion of strained molecular systems to an o-carborane cage shows great promise for boosting both the ring strain and acidity.

borirane carborane fused boracycles Lewis acidity ring strain

English

First

CHEMISTRY

2-s2.0-85143273606

Scopus

1.Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China
2.Department of Chemistry,The Hong Kong University of Science and Technology Clear Water Bay,Kowloon,Hong Kong
3.Institute for Inorganic Chemistry,Julius-Maximilians-Universität Würzburg,Würzburg,Am Hubland,97074,Germany
4.Institute for Sustainable Chemistry& Catalysis with Boron,Julius-Maximilians-Universität Würzburg,Würzburg,Am Hubland,97074,Germany

Wei，Yuxiang,Wang，Junyi,Yang，Weiguang,et al. Boosting Ring Strain and Lewis Acidity of Borirane: Synthesis, Reactivity and Density Functional Theory Studies of an Uncoordinated Arylborirane Fused to o-Carborane[J]. CHEMISTRY-A EUROPEAN JOURNAL,2022.

Wei，Yuxiang,Wang，Junyi,Yang，Weiguang,Lin，Zhenyang,&Ye，Qing.(2022).Boosting Ring Strain and Lewis Acidity of Borirane: Synthesis, Reactivity and Density Functional Theory Studies of an Uncoordinated Arylborirane Fused to o-Carborane.CHEMISTRY-A EUROPEAN JOURNAL.

Wei，Yuxiang,et al."Boosting Ring Strain and Lewis Acidity of Borirane: Synthesis, Reactivity and Density Functional Theory Studies of an Uncoordinated Arylborirane Fused to o-Carborane".CHEMISTRY-A EUROPEAN JOURNAL (2022).