Triborane (B<sub>3</sub>H<sub>7</sub>)-mediated regioselective substitution reactions of pyridine derivatives

Fan, Zi-Heng; Kang, Jia-Xin; Jia, Sihan; Pan, Qiao-Jing; Cao, Lei; Chen, Xi-Meng; Xu, Cong-Qiao; Ma, Yan-Na; Chen, Xuenian

doi:10.1039/d4sc03109a

Chem. Sci.

2024

DOI: 10.1039/d4sc03109a

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Triborane (B₃H₇)-mediated regioselective substitution reactions of pyridine derivatives

Zi-Heng Fan,

Jia-Xin Kang,

Sihan Jia

et al.

Abstract: The interplay between borane and the Lewis base exists in their adducts. However, the studies on these adducts so far mainly focus on the different reactions of the B-H bonds...

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Functionalization of Lewis base (LB) in LB–BR3 adducts

Xu,

Chen,

Liu

2025

Tetrahedron Letters

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Functionalization of Lewis base (LB) in LB–BR3 adducts

Xu,

Chen,

Liu

2025

Tetrahedron Letters

View full text Add to dashboard Cite

Improved Methods for the Synthesis of B₁₀H₁₄ and N-Heterocycle-Coordinated B₉H₁₃ (N-Het·B₉H₁₃)

Chen,

Ge,

et al. 2024

Inorg. Chem.

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11B NMR Together with Infrared Spectroscopy Provides Insight into Structural Elucidation of Quadrivalent Diazaborines & Cyclic Boronate Esters: Intriguing & Little-Explored

Dey

2024

Molecules

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Imidazo-fused diazaborines, which serve as intermediary structures somewhat alongside benzene and borazine, had been of particular interest to Dewar and Snyder more than 60 years ago. To this end, Dewar utilised his ‘π-complex theory’so as to represent ‘borazaros’as a ‘quadrivalent’ species; however, sadly, modern representations have deviated and leapt into ‘trivalent’ counterparts. Bonding in boron species has never been straightforward, to such an extent that the orthodox ‘ethane’ like diborane, i.e., H3B–BH3, which conformed to the paradigmatic rules of molecular structure, in particular, hybridisation and electronegativity, was later evolved to a more realistic ‘3-centre 2-electron’ bonding so as to give the lie to the purported diborane structures of X-ray diffractors. Herein 11B NMR together with IR spectroscopy sheds light on the nature of bonding in borazaros, and ‘caged’ cyclic oxazaborons so as to reinforce, and reinvigorate the old literature, which could be of interest to both the synthetic, and medicinal chemist alike.

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Triborane (B₃H₇)-mediated regioselective substitution reactions of pyridine derivatives

Abstract: The interplay between borane and the Lewis base exists in their adducts. However, the studies on these adducts so far mainly focus on the different reactions of the B-H bonds...

Cited by 3 publications

References 74 publications

Functionalization of Lewis base (LB) in LB–BR3 adducts

Functionalization of Lewis base (LB) in LB–BR3 adducts

Improved Methods for the Synthesis of B₁₀H₁₄ and N-Heterocycle-Coordinated B₉H₁₃ (N-Het·B₉H₁₃)

11B NMR Together with Infrared Spectroscopy Provides Insight into Structural Elucidation of Quadrivalent Diazaborines & Cyclic Boronate Esters: Intriguing & Little-Explored

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Triborane (B3H7)-mediated regioselective substitution reactions of pyridine derivatives

Abstract: The interplay between borane and the Lewis base exists in their adducts. However, the studies on these adducts so far mainly focus on the different reactions of the B-H bonds...

Cited by 3 publications

References 74 publications

Functionalization of Lewis base (LB) in LB–BR3 adducts

Functionalization of Lewis base (LB) in LB–BR3 adducts

Improved Methods for the Synthesis of B10H14 and N-Heterocycle-Coordinated B9H13 (N-Het·B9H13)

11B NMR Together with Infrared Spectroscopy Provides Insight into Structural Elucidation of Quadrivalent Diazaborines & Cyclic Boronate Esters: Intriguing & Little-Explored

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Product

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Triborane (B₃H₇)-mediated regioselective substitution reactions of pyridine derivatives

Improved Methods for the Synthesis of B₁₀H₁₄ and N-Heterocycle-Coordinated B₉H₁₃ (N-Het·B₉H₁₃)