The Key Laboratory of Functional Molecular Solids, Ministry of Education, School of Chemistry and Materials Science, Anhui Normal University, Wuhu, 241000, China.
Department of Chemistry, KU Leuven (Katholieke Universiteit Leuven), Celestijnenlaan 200f, 3001 Leuven, Belgium.
Chem Commun (Camb). 2018 Aug 21;54(65):9059-9062. doi: 10.1039/c8cc04679d. Epub 2018 Jul 27.
An oxidative cross-dehydrogenative coupling of BODIPYs with toluene and its derivatives has been developed, allowing for the facile synthesis of a broad range of structurally diverse α-benzylated BODIPYs. The method exhibits excellent chemoselectivity, affording exclusively α-benzylated BODIPYs in the presence of t-BuOOH and a catalytic amount of Cu(OAc). The direct use of readily available toluene and its derivatives as coupling partners avoids unproductive steps for preactivating the functional group installation, and is therefore attractive. Most of the resulting dyes are highly emissive in the solid state due to the introduction of bulky benzyl groups onto the BODIPY core.
发展了 BODIPYs 与甲苯及其衍生物的氧化交叉脱氢偶联反应，实现了广泛结构多样的α-苄基化 BODIPYs 的简便合成。该方法表现出优异的化学选择性，在 t-BuOOH 和催化量的 Cu(OAc)存在下，仅得到α-苄基化 BODIPYs。直接使用易得的甲苯及其衍生物作为偶联试剂，避免了预激活官能团安装的非生产性步骤，因此具有吸引力。由于在 BODIPY 核心上引入了庞大的苄基基团，大多数生成的染料在固态下具有很高的发光性。
