制备大perphenylbiaryls:分子间合可以与前体的分子内循环竞争吗?
Ki F Finch1, Xiaodong Zhang1, Alex McSkimming1
1Department of Chemistry, Tulane University, New Orleans, LA 70118, USA.
Chemistry (Weinheim an der Bergstrasse, Germany)
|October 1, 2024
概括
合成和表征了高度替代的乙烯. 从尝试的合和循环反应中形成的意想不到的产物,揭示了多芳的复杂反应途径.
科学领域:
- 有机化学 有机化学
- 合成化学 合成化学
- 材料科学 材料科学 材料科学
背景情况:
- 高度替代的甲是有机合成中的重要组成部分.
- 了解固态阻断的多芳的反应性对于开发新材料至关重要.
- 之前的研究已经探索了复杂芳香系统的合成,但控制反应途径仍然存在挑战.
研究的目的:
- 为了合成和结构性地描述新型高度替代的纳.
- 研究这些化合物在热应力下的反应途径,包括乌尔曼合和循环反应.
- 为了探索复杂的多环芳 (PAHs) 从甲前体的形成.
主要方法:
- 使用各种有机反应合成七甲衍生物.
- 合成化合物的晶体学表征 (X射线衍射).
- 热反应包括乌尔曼合和在高温 (270-350°C) 上用基/基加热.
主要成果:
- 成功合成和表征了1,2,3,4,5,6,7-乙烯甲,2,3,4,5,6,7,8-乙烯-1-甲和1--2,3,4,5,6,7,8-乙烯甲.
- 试图对1--2,3,4,5,6,7,8-甲纳烯进行乌尔曼合,通过分子内循环生成1,2,3,4,5,6-甲.
- 用四旋旋风加热1- ((phenylethynyl) -2,3,4,5,6,7,8-heptaphenylnaphthalene产生了产品的混合物,包括通过循环,脱和Diels-Alder反应形成的拥挤的双和PAHs.
结论:
- 通过多种不同的合成途径,可以合成高度替代的纳素.
- 这些分子中的固体阻碍会导致复杂且往往意想不到的反应结果,包括分子内循环和重组.
- 该研究提供了从功能化甲烯前体中复杂的多环芳的形成机制的见解.
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