تفاعل #324368

معادلة التفاعل

2,9-dimethyl-1,10-phenanthroline

2-thiophene carboxaldehyde

→

2,9-Bis(2-thiophen-2-yl-vinyl)-[1,10]phenanthroline

المذيبات

acetic anhydride

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas refluxed for 5 h
2. 2
   أخرىto give pale yellow solid
3. 3
   ترشيحThe solid was filtered off under suction
4. 4
   غسيلthe filter cake was washed with tetrahydrofuran
5. 5
   أخرىThis was transferred into a conical flask
6. 6
   ترشيحfiltered off under suction
7. 7
   غسيلThe solid was again washed with tetrahydrofuran and petroleum ether (40-60° C.)
8. 8
   أخرىThe product was dried under vacuum at 80° C. for 8 hours
9. 9
   أخرىto give a yellow-orange solid exhibiting intense yellow fluorescence
10. 10
    أخرىIts absorption and fluorescence spectra in thin film

الإجراء التجريبي

A mixture of 2,9-dimethyl-1,10-phenanthroline (neocuproine hydrate) (10 g, 0.048 mole) and 2-thiophene carboxaldehyde (9.4 ml, 0.188 mole) in acetic anhydride (15 ml) was refluxed for 5 h. The solution was allowed to cool to room temperature to give pale yellow solid. The solid was filtered off under suction and the filter cake was washed with tetrahydrofuran. This was transferred into a conical flask, stirred with de-ionised water for 15 minutes and filtered off under suction. The solid was again washed with tetrahydrofuran and petroleum ether (40-60° C.). The product was dried under vacuum at 80° C. for 8 hours. Yield: 5.9 g. The product was sublimed to give a yellow-orange solid exhibiting intense yellow fluorescence. Its absorption and fluorescence spectra in thin film and in solution in THF are shown in FIGS. 1 and 2.

المصدر