A series of 1-benzoylmethyleneisoquinoline difluoroborates were synthesized and their photophysical properties were determined. The effect of the substituent and 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60 2 benzoannulation on their properties was investigated to make a comparison with recently published results focused on related quinolines. The photophysical properties of isoquinoline derivatives differ from those of quinolines and most pronounced differences are found for the fluorescence quantum yields. Both, experimental and theoretical approaches were used to explain the observed photophysical properties.
A series of difluoroboranyls derived from amides carrying a variable π-conjugated spacer between the electron-donating (D) and electron-accepting (A) groups was synthesized and characterized with (1)H, (11)B, (13)C, (15)N, and (19)F NMR, electronic absorption, fluorescence spectroscopies, and first-principle calculations. The D-to-A distance in the series varied from 1.5 to 4.5 Å, causing bathochromic shifts of both the absorption and fluorescence maxima by more than 120 and 213 nm, respectively. These trends are rationalized by quantum-mechanical calculations that allow for quantification of the charge-transfer distance. Theoretical calculations were also performed to determine the vibronic couplings and thus to reproduce the experimental band shapes.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.