Crystalline Silylene-Stabilized Diboryne and Siladiborirene
Chuangchuang Xu1, Fanshu Cao1, Xingge Chen1
1State Key Laboratory and Institute of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Tianjin 300071, China.
Journal of the American Chemical Society
|December 25, 2024
Summary
Researchers synthesized a novel silylene-stabilized diboryne, featuring a boron-boron triple bond. This diboryne reacted with other compounds to form unique three-membered rings with boron, advancing chemical bonding knowledge.
Area of Science:
- Inorganic Chemistry
- Organoboron Chemistry
- Main Group Chemistry
Background:
- Exploration of main group compounds with multiple bonds is crucial for understanding chemical bonding.
- Diborynes (compounds with a boron-boron triple bond, B≡B) are challenging due to boron's electron deficiency.
- Stabilization of diborynes is key to expanding their synthetic utility and catalytic applications.
Purpose of the Study:
- To synthesize and characterize a novel diboryne stabilized by a silylene ligand.
- To investigate the reactivity of the stabilized diboryne in cycloaddition reactions.
- To explore the structural and electronic properties of the resulting cycloadducts.
Main Methods:
- Synthesis of a silylene-stabilized diboryne (compound 7).
- X-ray diffraction analysis for structural determination of the diboryne and its products.
- Density functional theory (DFT) calculations to confirm bonding and electronic structure.
Main Results:
- Successful synthesis and characterization of a silylene-stabilized diboryne with a B≡B triple bond.
- The diboryne underwent [1 + 2] cycloaddition reactions with dichlorosilylene and terphenyl isocyanide.
- Formation of unprecedented siladiborirene (8) and diborirenimine (9), featuring three-membered boron heterocycles with B═B bonds.
Conclusions:
- The study expands the frontier of diboryne stabilization using silylene ligands.
- The novel cycloadducts (8 and 9) possess unique three-membered boron-containing rings.
- Computational studies indicate distinct aromatic character in the newly synthesized siladiborirene and diborirenimine.
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