Benzothiadiazole-derived double aza [5]helicenes: Synthesis, crystal structure and optical properties

Tetrahedron, Год журнала: 2022, Номер 130, С. 133178 - 133178

Опубликована: Ноя. 29, 2022

Язык: Английский

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Enantioselective Synthesis of Azahelicenes through Organocatalyzed Multicomponent Reactions

Angewandte Chemie, Год журнала: 2023, Номер 135(27)

Опубликована: Май 5, 2023

Abstract We have developed an efficient modular asymmetric synthesis of azahelicenes through organocatalyzed multicomponent reaction from readily available polycyclic aromatic amines, aldehydes, and (di)enamides, by employing a central‐to‐helical chirality conversion strategy. A series aza[5]‐ aza[4]helicenes bearing various substituents were afforded this one‐pot sequential enantioselective Povarov reaction/oxidative aromatization process, with good yields high enantioselectivities. The fruitful diverse derivatizations the chiral azahelicene products demonstrated potential method, preliminary application derivative as organocatalyst was showcased. photophysical chiroptical properties these azahelicenes, particularly acid/base‐triggered switching properties, also well studied, which may find applications in development novel organic optoelectronic materials.

Язык: Английский

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Accessing optically pure 5,13-Dimethylaza[7]helicene via selective removal of α-methylbenzylamine chiral auxiliary by catalytic hydrogenation reaction

Tetrahedron, Год журнала: 2023, Номер 145, С. 133606 - 133606

Опубликована: Авг. 26, 2023

Язык: Английский

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Gold Self-Relay Catalysis Enabling Regioselective Bicyclization toward [5]Azahelicenes

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(21), С. 15447 - 15458

Опубликована: Окт. 16, 2024

A gold self-relay catalysis driving a double annulation cascade starting from soft electron-biased 1,2-di(o-aminoaryl)alkynes and aldehydes is reported, enabling regioselective access to produce series of [5]azahelicenes depending on the substitution pattern in generally good yields under mild conditions. This protocol exploits unifies π- σ-Lewis acid capability catalysts, featuring high molecular convergence, broad substrate flexibility, functional group compatibility regioselectivity.

Язык: Английский

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Expeditious synthesis and applications of isoquinoline ring-modified Quinap derivatives

Chinese Chemical Letters, Год журнала: 2024, Номер unknown, С. 110705 - 110705

Опубликована: Дек. 1, 2024

Язык: Английский

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