Scholarlink

Abstract <p>The recent analysis of the relative stability of potentially aromatic push-pull and captodative tropylium and cyclopentadienyl derivatives was extended to the doubly charged systems, such as cyclobutadiene dications or dianions. In most cases, the propensity to various transformations upon geometry optimization allowing to exclude the destabilizing effect of charge separation prevails over the aromaticity imparted by the doubly charged fragments, which is affected by the medium (gas or solution). Only four molecules with charge separation could be stabilized in polar media, but according to structural (bond equalization), electronic (number of π-electrons), and magnetic (GIAO or GIMIC) criteria none of them is aromatic in nature.</p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

Aromaticity versus Double Charge Separation. Can the Former Win over the Latter?

  • 期刊论文

  • 发表日期：

    2025年11月1日

查看全文
  • Bagrat A. Shainyan

摘要

Abstract

The recent analysis of the relative stability of potentially aromatic push-pull and captodative tropylium and cyclopentadienyl derivatives was extended to the doubly charged systems, such as cyclobutadiene dications or dianions. In most cases, the propensity to various transformations upon geometry optimization allowing to exclude the destabilizing effect of charge separation prevails over the aromaticity imparted by the doubly charged fragments, which is affected by the medium (gas or solution). Only four molecules with charge separation could be stabilized in polar media, but according to structural (bond equalization), electronic (number of π-electrons), and magnetic (GIAO or GIMIC) criteria none of them is aromatic in nature.