Recent progress in the chemistry of heavy aromatics.

Recent progress in the chemistry of heavy aromatics.
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DOI:
10.2183/pjab.99.027
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发表时间:
2023
期刊:
Proceedings of the Japan Academy. Series B, Physical and biological sciences
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其他
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“重苯”,即含有较重的14族元素(Si, Ge, Sn和Pb)代替骨架碳的苯,其芳香性和合成应用一直是许多理论和合成研究的目标。虽然空间要求高的取代基的引入抑制了重芳烃的高反应性和聚合倾向,使我们能够合成和分离重芳烃作为稳定的化合物,但保护基团的存在阻碍了重芳烃功能材料的开发。本文综述了重芳烃化学的最新研究课题,即“金属苯基阴离子”的化学研究。金属苯基阴离子是苯基阴离子的较重的14族元素类似物,利用电荷排斥而不是空间保护来稳定。
The aromaticity and synthetic application of “heavy benzenes”, i.e., benzenes containing a heavier Group 14 element (Si, Ge, Sn, and Pb) in place of skeletal carbon, have been the targets of many theoretical and synthetic studies. Although the introduction of a sterically demanding substituent enabled us to synthesize and isolate heavy aromatic species as a stable compound by suppressing their high reactivity and tendency to polymerize, the existence of a protection group is an obstruction to the development of functional materials based on heavy aromatics. This review will delineate the most recent topics in the chemistry of heavy aromatics, i.e., the chemistry of “metallabenzenyl anions”, which are the heavier Group 14 element analogs of phenyl anions stabilized by taking advantage of charge repulsion instead of steric protection.