当前位置: X-MOL 学术Tetrahedron Lett. › 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.)
A green synthesis of unsymmetrical triarylmethanes via indium (III) triflate catalyzed Friedel Crafts alkylation of o-hydroxy bisbenzylic alcohols under solvent free conditions
Tetrahedron Letters ( IF 1.8 ) Pub Date : 2017-11-23 , DOI: 10.1016/j.tetlet.2017.11.049
Sankalan Mondal , Deblina Roy , Manoj Kumar Jaiswal , Gautam Panda

Using indium (III) triflate as a mild Lewis acid catalyst, the Friedel Crafts alkylation of o-hydroxy bisbenzylic alcohols with aromatic/heteroaromatic arenes under solvent free conditions was achieved to give the corresponding unsymmetrical triarylmethanes in high yields (up to 80% yield). Calculation of the different green metrics for the above reaction revealed it to have high atom economy (94–96%), high reaction mass efficiency (66–77%) and high carbon efficiency (70–80%). The Lewis acid was found to be air and moisture tolerant. The protocol was found to be operationally simple and can be carried out in an “open-flask” leaving behind water as the sole by product. Gratifyingly the Lewis acid catalyst could be recycled and reused up to 5 catalytic cycles without compromising much on the yield thus further highlighting the importance of the protocol.



中文翻译:

在无溶剂条件下通过三氟甲磺酸铟(III)催化羟基双苄基醇的Friedel Crafts烷基化绿色合成不对称三芳基甲烷

使用三氟甲磺酸铟(III)作为温和的路易斯酸催化剂,将Friedel Crafts烷基化为在无溶剂条件下获得了具有芳族/杂芳族芳烃的-羟基双苄基醇,以高收率(最高收率80%)得到了相应的不对称三芳基甲烷。对上述反应的不同绿色度量的计算表明,它具有较高的原子经济性(94-96%),较高的反应质量效率(66-77%)和较高的碳效率(70-80%)。发现路易斯酸是耐空气和潮湿的。发现该协议操作简单,可以在“开放式烧瓶”中进行,而留下的水是唯一的副产品。令人欣慰的是,路易斯酸催化剂可以循环使用并重复使用多达5个催化循环,而不会影响收率,因此进一步突出了该方案的重要性。

更新日期:2017-11-23
down
wechat
bug