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Visible-Light-Induced Direct Photoamination of BODIPY Dyes with Aqueous Ammonia.

Dandan WangLong WangXing GuoXiankang ZhangJuan MaZhengxin KangZhong-Yuan LiLijuan JiaoErhong Hao
Published in: Organic letters (2023)
By taking advantage of their strong absorption ability, visible-light-induced direct photoamination of BODIPY dyes with aqueous ammonia was developed to give structurally diverse α-amino BODIPYs. The excited state of BODIPYs possessed higher electron affinity than the ground state and thus showed largely enhanced reactivity toward weak nucleophile of ammonia. Those α-amino BODIPYs are valuable synthetic intermediates and have been successfully demonstrated in several post-transformation reactions. The work indicates that photoreaction is an excellent alternative to conventional functionalization of this popular fluorophore.
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