Efficient deprotection of F-BODIPY derivatives: removal of BF2 using Bronsted acids

被引:29
|
作者
Yu, Mingfeng [1 ]
Wong, Joseph K. -H. [1 ]
Tang, Cyril [1 ]
Turner, Peter [2 ]
Todd, Matthew H. [1 ]
Rutledge, Peter J. [1 ]
机构
[1] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia
[2] Univ Sydney, Sch Chem, Crystal Struct Anal Facil, Sydney, NSW 2006, Australia
来源
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 11卷
基金
澳大利亚研究理事会;
关键词
Bronsted acids; click chemistry; deboration; dipyrrins; F-BODIPYs; PHOTOPHYSICAL PROPERTIES; SPECTRAL PROPERTIES; BORON; DIPYRRINS; STRATEGY; COMPLEX; DESIGN;
D O I
10.3762/bjoc.11.6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The effective and efficient removal of the BF2 moiety from F-BODIPY derivatives has been achieved using two common Bronsted acids; treatment with trifluoroacetic acid (TFA) or methanolic hydrogen chloride (HCl) followed by work-up with Ambersep(R) 900 resin (hydroxide form) effects this conversion in near-quantitative yields. Compared to existing methods, these conditions are relatively mild and operationally simple, requiring only reaction at room temperature for six hours (TFA) or overnight (HCl).
引用
收藏
页码:1 / 5
页数:5
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