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一种稠合双环硼杂环戊二烯衍生物的硅类似物。

A silicon analogue of a fused bicyclic borirene derivative.

作者信息

Phang Si Jia Isabel, Zhang Zheng-Feng, Wu Chi-Shiun, Wong Zhen Xuan, Su Ming-Der, So Cheuk-Wai

机构信息

School of Chemistry, Chemical Engineering and Biotechnology, Nanyang Technological University Singapore 637371 Singapore

Department of Applied Chemistry, National Chiayi University Chiayi 60004 Taiwan.

出版信息

Chem Sci. 2025 Jan 27;16(10):4512-4518. doi: 10.1039/d4sc05867d. eCollection 2025 Mar 5.

Abstract

The replacement of all carbon atoms in aromatic rings with main-group elements to afford inorganic ring systems is highly desirable due to their distinct aromatic character. However, fused polycyclic main-group element rings are rare and the feasibility of aromaticity in such compounds has yet to be explored. To explore aromaticity in fused polycyclic main-group element rings, a stable di-silicon analogue of fused bicyclic borirene, namely bicyclo[1.1.0]-2,4-diborylenyldisil-1(3)-ene 5 was synthesized from an -phosphinoamidinato chlorosilylene 3. Compound 5 consists of a bridgehead Si[double bond, length as m-dash]Si double bond bonded with two bridging borons resulting in an unsaturated fused bicyclic skeleton. The bridgehead Si[double bond, length as m-dash]Si σ- and π-electrons and bridging Si-B σ-electrons are stabilized by both σ- and π-aromatic delocalization on the SiB fused bicyclic ring.

摘要

由于其独特的芳香特性,将芳香环中的所有碳原子替换为主族元素以得到无机环系统是非常可取的。然而,稠合多环主族元素环很少见,此类化合物中芳香性的可行性尚未得到探索。为了探索稠合多环主族元素环中的芳香性,从一个膦基脒基氯硅烯3合成了稠合双环硼杂苯的稳定二硅类似物,即双环[1.1.0]-2,4-二硼杂苯二硅-1(3)-烯5。化合物5由一个桥头Si=Si双键与两个桥连硼原子相连,形成一个不饱和稠合双环骨架。桥头Si=Si的σ电子和π电子以及桥连Si-B的σ电子通过SiB稠合双环上的σ芳香离域和π芳香离域得以稳定。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/92d5/11881093/c0f72cb2d2f6/d4sc05867d-s1.jpg

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