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Photochemical Functionalization of Helicenes.


ABSTRACT: Herein, a visible-light photochemical approach for practical helicene functionalization at very mild reaction conditions is described. The photochemical reactions allow for the regiospecific and innate late-stage functionalization of helicenes and are easily executed either through the activation of C(sp2 )-Br bonds in helicenes using K2 CO3 as inorganic base or direct C(sp2 )-H helicene bond functionalization under oxidative photoredox reaction conditions. Overall, using these transformations six different functional groups are introduced to the helicene scaffold through C-C and four different C-heteroatom bond-forming reactions.

SUBMITTER: Jakubec M 

PROVIDER: S-EPMC6972538 | biostudies-literature | 2020 Jan

REPOSITORIES: biostudies-literature

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Photochemical Functionalization of Helicenes.

Jakubec Martin M   Ghosh Indrajit I   Storch Jan J   König Burkhard B  

Chemistry (Weinheim an der Bergstrasse, Germany) 20191212 2


Herein, a visible-light photochemical approach for practical helicene functionalization at very mild reaction conditions is described. The photochemical reactions allow for the regiospecific and innate late-stage functionalization of helicenes and are easily executed either through the activation of C(sp<sup>2</sup> )-Br bonds in helicenes using K<sub>2</sub> CO<sub>3</sub> as inorganic base or direct C(sp<sup>2</sup> )-H helicene bond functionalization under oxidative photoredox reaction condit  ...[more]

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