Silica gel was soaked with 2 naphthol and FeCl 3 (10∶1, molar ratio) dissolved in acetone, and the mixture was evaporated in vacuum at 30 ℃. Using air as oxidant reagent, oxidative coupling reaction of 2 naphthol gi...Silica gel was soaked with 2 naphthol and FeCl 3 (10∶1, molar ratio) dissolved in acetone, and the mixture was evaporated in vacuum at 30 ℃. Using air as oxidant reagent, oxidative coupling reaction of 2 naphthol gives 84% yield of (±)2, 2′ dihydroxy 1, 1′ binaphthyl.展开更多
By capitalizing on the capability of photoredox catalysis to generate reactive radical intermediate under mild conditions, we established a photocatalytic cross-coupling protocol that could deliver both derivatives fr...By capitalizing on the capability of photoredox catalysis to generate reactive radical intermediate under mild conditions, we established a photocatalytic cross-coupling protocol that could deliver both derivatives from 1-bromo-2-naphthols in combination with 2-naphthols or 2-naphthylamines. This distinct activation mode could overcome structural or electronic limitation associated with conventional coupling pathways. Additionally, a novel kinetic resolution protocol of unprotected BINOLs has been established with azodicarboxylates via chiral phosphoric acid(CPA) catalysis. Selectivity factor of up to 175 could be achieved and delivered to both enantiomers in atropisomerically enriched form after a simple work-up.展开更多
文摘Silica gel was soaked with 2 naphthol and FeCl 3 (10∶1, molar ratio) dissolved in acetone, and the mixture was evaporated in vacuum at 30 ℃. Using air as oxidant reagent, oxidative coupling reaction of 2 naphthol gives 84% yield of (±)2, 2′ dihydroxy 1, 1′ binaphthyl.
基金supported by the National Natural Science Foundation of China (21825105)the Guangdong Provincial Key Laboratory of Catalysis (2020B121201002)+3 种基金the Guangdong Innovative Program (2019BT02Y335)the Shenzhen Special Funds (JCYJ20190812-112603598, JCYJ20210324120205016)the Shenzhen Nobel Prize Scientists Laboratory Project (C17213101)the SUSTech Special Fund for the Construction of High-Level Universities (G02216302)。
文摘By capitalizing on the capability of photoredox catalysis to generate reactive radical intermediate under mild conditions, we established a photocatalytic cross-coupling protocol that could deliver both derivatives from 1-bromo-2-naphthols in combination with 2-naphthols or 2-naphthylamines. This distinct activation mode could overcome structural or electronic limitation associated with conventional coupling pathways. Additionally, a novel kinetic resolution protocol of unprotected BINOLs has been established with azodicarboxylates via chiral phosphoric acid(CPA) catalysis. Selectivity factor of up to 175 could be achieved and delivered to both enantiomers in atropisomerically enriched form after a simple work-up.
