研究目的
To establish a general and straightforward method for the synthesis of COO-BODIPYs from F-BODIPYs and carboxylic acids under mild conditions.
研究成果
The developed method provides a significant improvement over previous methods for synthesizing COO-BODIPYs, offering higher yields under milder conditions. The new COO-BODIPYs exhibit excellent photophysical properties and potential as laser dyes with high efficiencies and photostabilities.
研究不足
The method's compatibility with all types of carboxylic acids and F-BODIPYs was not fully explored. The photophysical properties of some COO-BODIPYs were not as expected, indicating potential limitations in their applications.
1:Experimental Design and Method Selection:
The method involves the use of boron trichloride (BCl3) to activate the substitution of fluorine in F-BODIPYs by carboxylic acids, leading to COO-BODIPYs.
2:Sample Selection and Data Sources:
Commercial F-BODIPYs and various carboxylic acids were used as starting materials.
3:List of Experimental Equipment and Materials:
BCl3, triethylamine, carboxylic acids, and F-BODIPYs were used. Reactions were monitored by TLC and purified by flash chromatography.
4:Experimental Procedures and Operational Workflow:
F-BODIPYs were reacted with BCl3 in CH2Cl2, followed by addition of triethylamine and carboxylic acids. The mixture was stirred at room temperature, filtered, and purified.
5:Data Analysis Methods:
Products were characterized by NMR, FTIR, and HRMS.
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