Journal
DYES AND PIGMENTS
Volume 134, Issue -, Pages 427-433Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.dyepig.2016.07.039
Keywords
Chirality; Aza-BODIPY; Near-infrared spectroscopy
Funding
- National Key Basic Research Program of China [2013CB933402]
- National Natural Science Foundation of China [21290174, 21301017]
- Beijing Municipal Commission of Education
- University of Science and Technology Beijing
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Chiral benzo-fused aza-BODIPYs, namely N,N-difluoroboryl-[(dinaphtho[1,2-e:1',2'-g]-1,4-dioxocine)-1-[N-(3-phenyl-2H-isoindole-1-yl)methylene]-3-phenyl-1H-isoindol-1-ylidene)amine] (1) and N,N-difluoroboryl-[(dinaphtho[1,2-e:1',2'-g]-1,4-dioxocine)-1-[(dinaphtho[1,2-e: 1',2'-g]-1,4-dioxocine)-N-(3-phenyl-2H-isoindole-1-yl)methylene]-3-phenyl-1H-isoindol-1-ylidene)amine] (2), have been synthesized and spectroscopically characterized. Fusion of benzene moieties onto the BODIPY periphery in combination with the introduction of peripheral chiral binaphthyl substituents renders the extension of optical activity of resulting chiral benzo-fused aza-BODIPYs into the near-IR (NIR) range, representing the first chiral BODIPYs with NIR optically activity. For comparative study, N,N-difluoroboryl-[N-(3-phenyl-2H-isoindol-1-yl)-N-(3-phenyl-1H-isoindol-1-ylidene)amine] (0) was also prepared and characterized in a similar manner. (C) 2016 Elsevier Ltd. All rights reserved.
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