一种亚素合成等效的梅西酸及其1,3-二极循环添加反应
Martin-Louis Y Riu1, Wesley J Transue1, Jan M Rall1
1Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States.
一种新型的二氧化,MesN2PA,被合成并与不和分子反应形成循环载荷管道. 这种化合物的热解释放了炭,揭示了它的动态特征.
科学领域:
- 有机化学
- 合成有机化学
- 材料科学
背景情况:
- 甲基酸 (MesN2P) 和甲基是重要的分子构建块.
- 为了控制化学转化,开发对反应性物种的合成等价物是至关重要的.
研究的目的:
- 合成和表征一种新型的二-7-酸替代 (MesN2PA) 作为合成等价物.
- 研究 MesN2PA 在 [3+2] 循环载荷管与不和分子形成中的反应性.
- 研究MesN2PA的热分解路径并确定其动力参数.
主要方法:
- 通过[Ph3BP A][Na(OEt2) ]与[MesN2]OTf的反应合成MesN2PA.
- MesN2PA与循环octyne,乙烯酸和阿达曼蒂尔斯的循环添加反应.
- 单晶X射线衍射用于循环载荷管道的结构阐明.
- 在-d6中溶解MesN2PA,然后进行动力分析.
主要成果:
- 在14%的产量中合成MesN2PA.
- 通过使用cyclooctyne,phosphaethynolate和adamantyl-phosphine形成了成功的 [3+2] 循环载荷管道,并随之丧失了 antracen.
- 通过X射线衍射获得酸循环载荷管的结构数据.
- 通过与P2A2对MesN2PA进行反应,观察到二三孔的形成.
- MesN2PA的热解显示出具有确定的激活参数的单分子动力学.
结论:
- MesN2PA 作为一个多功能合成等价物用于 mesitylphosphaazide 和 anthracene.
- 该化合物易于参与 [3+2] 循环添加反应,为新型异环化合物提供途径.
- 来自MesN2PA的热挤出提供了对其分解机制和动力学的洞察力.
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