8-Functionalization of Alkyl-Substituted-3,8-Dimethyl BODIPYs by Knoevenagel Condensation

详细信息    查看全文

• 作者：Eduardo Palao ; Antonia R. Agarrabeitia ; Jorge Ba帽uelos-Prieto ; Teresa Arbeloa Lopez ; I帽igo Lopez-Arbeloa ; Diego Armesto ; Maria J. Ortiz
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：September 6, 2013
• 年：2013
• 卷：15
• 期：17
• 页码：4454-4457
• 全文大小：225K
• 年卷期：v.15,no.17(September 6, 2013)
• ISSN：1523-7052

文摘

New 8-alkenylBODIPYs have been synthesized by Knoevenagel condensation between a series of alkyl-substituted-3,8-dimethylBODIPYs and aromatic or aliphatic aldehydes. This is in clear contrast with literature precedents, which indicate that this reaction occurs exclusively on the methyl group at C-3. The change in hybridization of the carbon at the 8-position (from sp³ to sp²) determines the fluorescence emission of the BODIPY, while the presence of electron-donating or -withdrawing groups leads to intramolecular charge transfer processes.