双 (imidazolidine) - 衍生NCN - 子 - 催化不对称反应
Tomoya Yokota1, Yan Yu1, Kensuke Araseki1
1Soft Molecular Activation Research Center (SMARC), Chiba Iodine Resource Innovation Center (CIRIC), Synthetic Organic Chemistry, Department of Chemistry, Graduate School of Science, Chiba University, 1-33 Yayoi, Inage, Chiba 263-8522, Japan.
一种新的-复合物NCN-Ni-OTf在关键有机反应中显示出显著的不对称感应,包括弗里德尔-克拉夫特和合物添加,为化学合成提供了一个有前途的新催化剂.
科学领域:
- 有机金属化学 有机金属化学
- 不对称的催化剂.
- 合成有机化学 合成有机化学
背景情况:
- -合物复合物是有机合成中的多功能催化剂.
- 开发高效的不对称催化剂对于制造聚体纯化合物至关重要.
- NCN类型的器连接物为金属协调提供独特的电子和硬质性质.
研究的目的:
- 为了合成和表征一种新型的bis ((imidazolidine) 衍生NCN-复合物.
- 评估NCN-Ni-OTf复合体在各种有机转化中的催化活性和不对称的诱导能力.
- 为了比较催化剂与其同行的性能.
主要方法:
- 通过氧化添加合成NCN-复合物 (NCN-Ni-OTf).
- 在Friedel-Crafts反应中测试催化剂的试验,用于与N-Boc imines的英多尔反应.
- 评估马洛诺尼特利尔对基烯的结合添加的催化性能.
- 在iodolactonization反应中评估复合物.
主要成果:
- 成功合成了NCN-Ni-OTf复合体.
- 在Friedel-Crafts反应中实现了高的酶选择性 (99% ee) 和产量 (79%).
- 在结合添加反应中观察到良好的产量 (95%) 和酶选择性 (75% ee).
- 在iodolactonization中,催化剂的性能优于类同类.
结论:
- 合成的NCN-复合体是不对称转换的有效催化剂.
- NCN-Ni-OTf在促进酶选择性反应方面具有广泛的适用性和高效率.
- 这种-复合体代表了对不对称催化剂领域的宝贵补充.
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