硅胶基固体酸催化丙酮缩甘油脱保护分解反应
Silica Based Solid Acid Catalyst for the Deprotection of Solketal
张亚平 1夏丽虹 1林嘉敏 1魏晓芬 2卢诗强 2甄彬3
作者信息
- 1. 北京理工大学珠海学院,广东 珠海 519088
- 2. 珠海红塔仁恒包装股份有限公司,广东 珠海 519070
- 3. 北京理工大学,北京 100081
- 折叠
摘要
在有机合成过程中,保护基团的使用是否得当很大程度上决定整个合成工作的成败,有机物结构中羰基的保护与脱保护是保护基化学中的一部分重要内容.本论文采用浸渍法制备了硅胶基固体酸催化剂Sn/SiO2和SO42-/Sn/SiO2,并对其进行了结构分析.所制备催化剂在丙酮缩甘油的脱保护分解反应中表现出了优异的催化性能,且Sn/SiO2更优于SO42-/Sn/SiO2.催化剂表面的酸性和酸强度直接影响了丙酮中羰基的保护和脱保护反应过程.在丙酮缩甘油脱保护反应过程中,其分解产率随反应温度及催化剂用量的升高而逐渐增至平衡状态,则会有所下降;增加表面Sn负载量不利于丙酮缩甘油的分解反应,但是增加硫酸根负载量有利于该过程.相比于Sn的酸性位点,SO42-产生的活性位点更有利于丙酮缩甘油的脱保护分解反应.
Abstract
During the processes of organic synthesis,the appropriate use of protective groups always determines the success of the entire synthesis work.The protection and deprotection of carbonyl groups in organic structures is an important part of protective group chemistry.In this work,the silica based solid acid catalysts Sn/SiO2 and SO42-/Sn/SiO2 were prepared using impregnation and characterized using various methods.The prepared catalysts were used for the deprotection of solketal.The prepared catalysts behaved remarkably in the decomposition of solketal,and Sn/SiO2 showed relatively better than SO42-/Sn/SiO2.The acidity of the catalysts affected the protection of acetone and the deprotection of solketal remarkably.With increasing of reaction temperature and catalyst dosage,the decomposition of solketal increased to equilibrium,then decreased slightly;more Sn loading is not conducive to the decomposition reaction of acetone glycerol,while more SO42-loading is.Compared with the catalytic sites generated by Sn,those generated by SO42-is more conducive to the decomposition of solketal.The prepared silica based solid acid catalysts are excellent candidate for the deprotection of solketal.
关键词
固体酸/硅胶/负载锡/丙酮缩甘油/缩酮脱保护Key words
solid acid/silica/supported Sn/soketal/deprotection of ketal引用本文复制引用
出版年
2024
NETL
NSTL
万方数据