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Meta-Oligoazobiphenyls - synthesis via site-selective Mills reaction and photochemical properties.


ABSTRACT: The investigation of multi-photochromic compounds constitutes a great challenge, not only from a synthetic point of view, but also with respect to the analysis of the photochemical properties. In this context we designed a novel strategy to access meta-oligoazobiphenyls via site-selective Mills reaction and Suzuki cross-coupling in a highly efficient iterative way. Photochemical examination of the resulting monomeric and oligomeric azo compounds revealed that the overall degree of switching was independent of the connected azo-units. However, one of the azobonds in the bis-azobiphenyl is isomerized preferentially despite the high structural similarity.

SUBMITTER: Reuter R 

PROVIDER: S-EPMC3388877 | biostudies-literature | 2012

REPOSITORIES: biostudies-literature

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meta-Oligoazobiphenyls - synthesis via site-selective Mills reaction and photochemical properties.

Reuter Raphael R   Wegner Hermann A HA  

Beilstein journal of organic chemistry 20120613


The investigation of multi-photochromic compounds constitutes a great challenge, not only from a synthetic point of view, but also with respect to the analysis of the photochemical properties. In this context we designed a novel strategy to access meta-oligoazobiphenyls via site-selective Mills reaction and Suzuki cross-coupling in a highly efficient iterative way. Photochemical examination of the resulting monomeric and oligomeric azo compounds revealed that the overall degree of switching was  ...[more]

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