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. Author manuscript; available in PMC: 2017 Jul 14.
Published in final edited form as: J Org Chem. 2017 Feb 16;82(5):2545–2557. doi: 10.1021/acs.joc.6b02941

Table 1.

Spectroscopic properties of BODIPYs in toluene (Tol), tetrahydrofuran (THF) and acetonitrile (CH3CN) at 298 K.

Cpds. Solventa λab(nm) λem(nm) Stokes Shift (nm) ε (L·mol−1·cm−1) Φfb
Tol 572 603 31 71.3 × 103 0.30
2 THF 566 597 31 67.3 × 103 0.13
CH3CN 558 588 30 51.6 × 103 0.12
Tol 604 643 39 54.0 × 103 0.13
6a THF 594 637 43 31.8 × 103 0.08
CH3CN 583 632 49 40.2 × 103 0.06
Tol 609 650 41 50.4 × 103 0.09
6b THF 597 643 46 39.8 × 103 0.05
CH3CN 587 636 49 45.0 × 103 0.04
Toluene 628 680 52 32.4 × 103 0.08
3 THF 620 680 60 26.3 × 103 0.04
CH3CN 613 683 70 26.0 × 103 0.01
7 Toluene 653 707 54 38.6 × 103 0.03
THF 645 706 61 32.4 × 103 0.02
CH3CN 635 706 71 33.4 × 103 <0.01
Toluene 592 622 30 67.5 × 103 0.64
4 THF 586 620 34 54.6 × 103 0.33
CH3CN 576 616 40 57.1 × 103 0.34
Toluene 626 677 51 30.0 × 103 0.06
8 THF 618 676 58 25.2 × 103 0.03
CH3CN 606 676 70 23.2 × 103 <0.01
a

Solvent polarity (ETN): toluene=0.099; THF=0.207; CH3CN=0.460.19

b

Cresyl violet perchlorate (0.55 in methanol)20 and methylene blue (0.03 in methanol)20 were used as standards for BODIPYs 2, 6a, 6b, 4 and 3, 7, 8, respectively. The error associated with the fluorescence quantum yield determination is 0.02.