What is it about?
In compounds that are able to tautomerize (tautomerism - the migration of proton) proton can be easily replaced by BF2 group. This leads to highly fluorescent molecules in which the properties may be tuned systematically. Benzoannulation causes significant changes in photo physical properties (compare http://dx.doi.org/10.1016/j.dyepig.2013.08.002).
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Why is it important?
The benzoannulation at 3,4 possition (isoquinolines) of the pyridine core introduce different properties than benzoannulation in 5,6 possition (quinolines). The substituent effect may be also used to tune their properties.
Perspectives
It is easy to replace proton by BF2 group in C-H acids that exhibit tautomerism (2-phenacylheterocycles) in ground state. It is worth mentioning that NMe2 carrying derivative is highly fluorescent.
Borys Osmialowski
University of Technology and Life Sciences in Bydgoszcz
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This page is a summary of: Influence of Substituent and Benzoannulation on Photophysical Properties of 1-Benzoylmethyleneisoquinoline Difluoroborates, The Journal of Organic Chemistry, February 2015, American Chemical Society (ACS),
DOI: 10.1021/jo502244j.
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