Catalytic Asymmetric Redox‐Neutral [3+2] Photocycloadditions of Cyclopropyl Ketones with Vinylazaarenes Enabled by Consecutive Photoinduced Electron Transfer

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(30)

Опубликована: Апрель 30, 2024

Abstract Consecutive photoinduced electron transfer (ConPET) is a powerful and atom‐economical protocol to overcome the limitations of intrinsic redox potential visible light‐absorbing photosensitizers, thereby considerably improving substrate reaction types. Likely because such an exothermic single‐electron (SET) process usually does not require aid chiral catalysts, resulting in inevitable racemic background reaction, notably, no enantioselective manifolds have been reported. Herein, we report on viability cooperative ConPET hydrogen‐bonding catalysis for [3+2] photocycloaddition cyclopropyl ketones with vinylazaarenes. In addition enabling first use olefins that preferentially interact this platform paves way efficient synthesis pharmaceutically synthetically important cyclopentyl functionalized by azaarenes high yields, ees dr. The robust capacity method can be further highlighted low loading catalyst (1.0 mol %), good compatibility both 2‐azaarene 3‐pyridine‐based olefins, successful concurrent construction three stereocenters cyclopentane rings involving elusive but all‐carbon quaternary.

Язык: Английский

Catalytic Asymmetric Redox‐Neutral [3+2] Photocycloadditions of Cyclopropyl Ketones with Vinylazaarenes Enabled by Consecutive Photoinduced Electron Transfer

Angewandte Chemie, Год журнала: 2024, Номер 136(30)

Опубликована: Апрель 30, 2024

Abstract Consecutive photoinduced electron transfer (ConPET) is a powerful and atom‐economical protocol to overcome the limitations of intrinsic redox potential visible light‐absorbing photosensitizers, thereby considerably improving substrate reaction types. Likely because such an exothermic single‐electron (SET) process usually does not require aid chiral catalysts, resulting in inevitable racemic background reaction, notably, no enantioselective manifolds have been reported. Herein, we report on viability cooperative ConPET hydrogen‐bonding catalysis for [3+2] photocycloaddition cyclopropyl ketones with vinylazaarenes. In addition enabling first use olefins that preferentially interact this platform paves way efficient synthesis pharmaceutically synthetically important cyclopentyl functionalized by azaarenes high yields, ees dr. The robust capacity method can be further highlighted low loading catalyst (1.0 mol %), good compatibility both 2‐azaarene 3‐pyridine‐based olefins, successful concurrent construction three stereocenters cyclopentane rings involving elusive but all‐carbon quaternary.

Язык: Английский

Thermally activated delayed fluorescence materials for CO2 reduction

Next Energy, Год журнала: 2023, Номер 1(4), С. 100041 - 100041

Опубликована: Окт. 11, 2023

During the past decades, massive CO2 emission has caused serious environmental issues including global warming and climate change. To solve this problem, chemists tried to directly convert high-value-added chemicals through photocatalytic methods. A series of photocatalysts such as noble-metal complex, organic dyes, semiconductors were developed increase higher conversion efficiency. Among them, dyes possessing thermally activated delayed fluorescence (TADF) phenomenon one most abstracting efficient photosensitizers realize reduction because their high quantum efficiency, long lifetime, wide redox window. In review, recent developments TADF molecules homogeneous or heterogeneous for covered. Firstly, mechanism was briefly introduced. Secondly, with photocatalyst summarized followed by photocatalysis system which employed MOF material moiety a photocatalyst. Finally, challenges, promising suggestions, outlooks future development also highlighted.

Язык: Английский