Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 23, Issue 33, Pages 7866-7870Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201701474
Keywords
dyes/pigments; 10-heterocorroles; NIR emission; porphyrinoids; silicon
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Funding
- JSPS KAKENHI [JP26102003, 15H00731, 17H01190]
- Program for Leading Graduate Schools Integrative Graduate Education and Research in Green Natural Sciences, MEXT, Japan
- Grants-in-Aid for Scientific Research [15H00731, 17H01190] Funding Source: KAKEN
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10-Silacorroles were obtained from the Pd-catalyzed silylative cyclization of a bis(alpha,alpha'-dibromodipyrrin) Ni-II precursor with dihydrosilanes. These 10-silacorroles show substantially red-shifted absorption bands relative to those of normal porphyrins and isocorroles. Notably, the corresponding free base and Zn-II 10-silacorroles exhibit emissions in the NIR region. Theoretical calculations on these 10-silacorroles revealed the presence of sigma*-pi* conjugation between the silyl group and the tetrapyrrole pi system, which significantly lowers their LUMO energy levels.
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