当前位置: X-MOL 学术Chem. Sci. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Generation of organo-alkaline earth metal complexes from non-polar unsaturated molecules and their synthetic applications
Chemical Science ( IF 7.6 ) Pub Date : 2021-11-19 , DOI: 10.1039/d1sc05724c
Kohei Watanabe 1 , Jia Hao Pang 2 , Ryo Takita 1 , Shunsuke Chiba 2
Affiliation  

Organomagnesium compounds, represented by the Grignard reagents, are one of the most classical yet versatile carbanion species which have widely been utilized in synthetic chemistry. These reagents are typically prepared via oxidative addition of organic halides to magnesium metals, via halogen–magnesium exchange between halo(hetero)arenes and organomagnesium reagents or via deprotonative magnesiation of prefunctionalized (hetero)arenes. On the other hand, recent studies have demonstrated that the organo-alkaline earth metal complexes including those based on heavier alkaline earth metals such as calcium, strontium and barium could be generated from readily available non-polar unsaturated molecules such as alkenes, alkynes, 1,3-enynes and arenes through unique metallation processes. Nonetheless, the resulting organo-alkaline earth metal complexes could be further functionalized with a variety of electrophiles in various reaction modes. In particular, organocalcium, strontium and barium species have shown unprecedented reactivity in the downstream functionalization, which could not be observed in the reactivity of organomagnesium complexes. This perspective will focus on the newly emerging protocols for the generation of organo-alkaline earth metal complexes from non-polar unsaturated molecules and their applications in chemical synthesis and catalysis.

中文翻译:


非极性不饱和分子制备有机碱土金属配合物及其合成应用



以格氏试剂为代表的有机镁化合物是最经典且用途广泛的碳负离子物种之一,在合成化学中得到广泛应用。这些试剂通常通过有机卤化物与镁金属的氧化加成、通过卤代(杂)芳烃和有机镁试剂之间的卤素-镁交换或通过预官能化(杂)芳烃的去质子镁化来制备。另一方面,最近的研究表明,有机碱土金属络合物,包括基于较重碱土金属(如钙、锶和钡)的络合物,可以由容易获得的非极性不饱和分子(如烯烃、炔烃、1)生成。 ,3-烯炔和芳烃通过独特的金属化工艺。尽管如此,所得的有机碱土金属配合物可以在各种反应模式下用各种亲电子试剂进一步官能化。特别是,有机钙、锶和钡物质在下游官能化中表现出前所未有的反应活性,这是在有机镁配合物的反应活性中无法观察到的。这一视角将重点关注从非极性不饱和分子生成有机碱土金属配合物的新兴方案及其在化学合成和催化中的应用。
更新日期:2021-11-25
down
wechat
bug