Direct Synthesis of Adipic Esters and Adiponitrile via Photoassisted Cobalt-Catalyzed Alkene Hydrodimerization.
Chemistry
; 28(53): e202201442, 2022 Sep 22.
Article
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| MEDLINE
| ID: mdl-35766153
ABSTRACT
The direct hydrodimerization of acrylates and acrylonitrile offers a general streamlined access to industrially important intermediates to nylonâ
6,6. However, a practical catalytic method for this process has thus far underdeveloped owing to the challenges in regioselectivity and environmental compatibility of applied reagents. Here, we report a cobalt-catalyzed tail-to-tail hydrodimerization of activated alkenes driven by a visible-light photoredox catalysis at ambient temperature, which is applicable to both adipates and adiponitrile synthesis from potentially renewable feedstocks. This protocol utilizes half equivalent of hantzsch ester as a recyclable two-electron and two-proton donor with the assistance of catalytic amount of base as a proton shuttle, and has been shown to be highly regioselective and efficient for hydrodimerizing various activated alkenes to 1,4-difunctionalized butane derivatives.
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Bases de datos:
MEDLINE
Asunto principal:
Acrilonitrilo
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Tipo de estudio:
Guideline
Idioma:
En
Revista:
Chemistry
Asunto de la revista:
QUIMICA
Año:
2022
Tipo del documento:
Article