Synthesis and spectral properties of phthalocyanine–BODIPY conjugates. Issue 16 (15th April 2015)

• Record Type: Journal Article
• Authors: Osati, Samira; Ali, Hasrat; van Lier, Johan E.
• Is Part Of: Tetrahedron letters. Volume 56:Issue 16(2015)
• Page Start: 2049
• Page End: 2053
• Publication Date: 2015-04-15
• Subjects: Phthalocyanines -- BODIPY -- Pd-catalyst reactions -- Sonogashira-coupling -- Fluorescence; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.02.128
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: Various zinc phthalocyanines were substituted at ortho or meta positions with 1, 3, 5, 7-tetramethyl-8-phenyl-4, 4-difluoroboradiazaindacene (BODIPY) moieties via Pd catalyzed Sonogashira-coupling reactions, at either meso or β positions of the BODIPY. UV–Vis and fluorescence emission spectra of the conjugates exhibit panchromatic behavior due to their absorption over a broad spectral region from ultraviolet to visible and energy transfer from the excited BODIPY substituent to the phthalocyanine core. Some conjugates show red-shifted Q-bands that correlate to the planarity and dihedral angle between the subunits, as well as the position and number of attached BODIPY and phthalocyanine moieties.