Ylidic Substituents for Electron Rich Organic Materials with Synthetic and Energy Storage Applications

富电子有机材料的Ylidic取代基及其合成和储能应用

• 批准号: RGPIN-2016-04279
• 负责人: Dyker, CAdam
• 金额: $ 2.19万
• 依托单位: University of New Brunswick
• 依托单位国家: 加拿大
• 项目类别: Discovery Grants Program - Individual
• 财政年份: 2017
• 资助国家: 加拿大
• 起止时间: 2017-01-01 至 2018-12-31
• 项目状态: 已结题
• 来源: https://www.nserc-crsng.gc.ca/ase-oro/Details-Detailles_eng.asp?id=632636
• 关键词: Ylidic; Substituents; Electron; Rich; Organic

Modification of the properties of a compound can be achieved by careful selection of the substituents, the groups attached to the parent structure. Among the multitude of substituents, amino groups, by virtue of their strong pi-donating properties, have been the most heavily used in applications where a more electron rich parent structure is required. We have recently demonstrated that, in contrast to the widespread belief that amino groups are the premier pi-donor substituent, iminophosphorano substituents (R3P=N-) are even stronger in this regard. We exploited this property to prepare the most powerful neutral organic electron donors, which act as homogeneous reducing agents. In complementarity to metal-based reagents, such organic reducing agents hold the promise of allowing for alternate reaction pathways, more mild conditions, and less environmental load. Nevertheless, substrate scope is limited and the reducing strength of many metal reagents greatly surpasses what is possible with the best organic reductants.

化合物性质的改变可以通过仔细选择取代基，即连接到母体结构上的基团来实现。在众多的取代基中，氨基由于其强的π-供体性质，在需要更富电子的母体结构的应用中使用最多。我们最近已经证明，与普遍认为氨基是首要的π-供体取代基相反，亚氨基磷酰基取代基（R3 P =N-）在这方面甚至更强。我们利用这一特性来制备最强大的中性有机电子供体，其作为均相还原剂。作为金属基试剂的补充，此类有机还原剂有望实现替代反应途径、更温和的条件和更少的环境负荷。然而，底物范围是有限的，许多金属试剂的还原强度大大超过了最好的有机还原剂的可能性。