Methyl Ethyl Ketone → HCID 68843936, compound

Participants

Reaction Steps

A suspension of 2,7-Bis(diethylphosphonatomethyl)-9,9-dipropylfluorene (4) (2.15 g, 4.0 mmol), 3,4,5-trimethoxybenzaldehyde (5) (1.76 g, 9.0 mmol), and potassium hydroxide (0.75 g, 13 mmol) in THF (20 mL) and DMSO (1 mL) was heated at 70° C. for 4 hours. The suspension was diluted with Ethanol (50 mL) and the solvent removed under vacuum. The product was purified by refluxing in Methanol followed by filtration. After drying, (II-1) was obtained as a pale yellow powder (1.90 g, 76%). The UV/VIS spectrum of (II-1) in methyl ethyl ketone (MEK) has two maxima at 380 nm and at 399 nm with a molar extinction coefficient of 89724 Mol−1 cm−1 and 72301 Mol−1 cm−1 respectively. Under UV irradiation in MEK, (II-1) shows a strong blue fluorescence with fluorescence peaks at 417 nm and 439 nm. The fluorescence quantum yield of (II-1) relative to the anthracene standard is 0.65 (in MEK solvent, not degassed). The 1H-NMR data in CDCl3 are summarized in table 1; in the table s means singlet, d means doublet, dd means double doublet, m means multiplet and J means the coupling constant.

Provenance & Evidence