892364-94-2Relevant academic research and scientific papers
Synthesis of 8-heteroatom-substituted 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene dyes (BODIPY)
Goud, Thirumani Venkateshwar,Tutar, Ahmet,Biellmann, Jean-Fran?ois
, p. 5084 - 5091 (2006)
Thioketones, bis-(5-R-1H-pyrrol-2-yl)-methanethiones (R=H, Me, Et), 4 react with methyl iodide or isopropyl triflate to give the pyrrolium salts, which are treated with tertiary amine and boron trifluoride to produce the 8-(thiomethyl/thioisopropyl) 4,4-d
Synthesis, Properties, and Functionalization of Nonsymmetric 8-MethylthioBODIPYs
de J. Gómez-Infante, Antonio,Ba?uelos, Jorge,Valois-Escamilla, Ismael,Cruz-Cruz, David,Prieto-Montero, Ruth,López-Arbeloa, I?igo,Arbeloa, Teresa,Pe?a-Cabrera, Eduardo
, p. 5009 - 5023 (2016/10/26)
Five new nonsymmetric BODIPY dyes based on the Biellmann methodology [NSBBs (nonsymmetrical Biellmann BODIPYs)] were prepared by condensation of pairs of different pyrroles with thiophosgene. Treatment of the resulting thioketones with MeI and BF3·Et2O/TEA yielded a wide range of products in a simple manner, with selective alkylation of each pyrrole of the indacene core and with controlled functionalization at the meso position. A comprehensive combined photophysical and computational study has been conducted to determine the impact of the alkylation pattern, as well as the role of the conformational freedom and electron coupling of 8-phenyl and 8-methylthio groups on the spectroscopic signatures of BODIPYs. The results and conclusions reached are compared with those for previously reported related analogues. We intend to provide key structural guidelines with regard to the factors that trigger the fluorescence responses and spectral shifts of multifunctional fluorophores of this family.
Tailoring the Solid-State Fluorescence Emission of BODIPY Dyes by meso Substitution
Kim, Sungwoo,Bouffard, Jean,Kim, Youngmi
supporting information, p. 17459 - 17465 (2016/01/25)
4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivatives bearing varied substituents at the meso position (i.e., CF3, CH3, COOR, CHO, CN, Cl, iPr) were synthesized to elucidate the structure-property relationships that give rise to emissive J-aggregates. Several new BODIPY derivatives can be added to the previously reported 1,3,5,7-tetramethyl-8-trifluoromethyl derivative to the list of those forming J-aggregates, in addition to other dyes that are emissive in the solid state without forming J-aggregates.
