A New Approach to the Synthesis of Unsaturated β-Substituted-meso-Tetraphenylporphyrins

Heterocyclic Communications

Volumn 3, Issue 6, 1997, Pages 503-506

  Lüdtke, Kerstin ^a,b   Alonso, Cristina M A ^a   Neves, Maria G P M S ^a   Silva, Artur M S ^a   Cavaleiro, José A S ^a   Hombrecher, Hermann K ^b  

^a UNIVERSITY OF AVEIRO   (Portugal)

^b UNIVERSITY OF LÜBECK   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0037572937     PISSN: 07930283     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (16)

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2. b) H. K. Hombrecher, V. M. Gherdan, J. A. S. Cavaleiro and M. G. P. M. S. Neves, J. Prakt. Chem., 336. 542 (1994).
3. c) M. J. Crossley and L. G. King, J. Chem. Soc., Perkin Trans, 1, 1251 (1996).
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9. b) S. Sengupta and S. Bhattacharya, J. Chem. Soc., Perkin Trans, 1, 1943 (1993).
10. 2TPP (25 mg, 0.04 mmol), and the mixture was stirred until a change of colour from violet to green was observed (̃ 45 min). After this period, palladium acetate (4 mg) and the α,β-unsaturated derivative was added (8 mmol) and the reaction mixture stirred for 2 h (a colour change from green to reddish was observed). Then the solution was neutralised with diluted aqueous sodium carbonate and extracted with dichloromethane (2 ×100 ml). The organic layer was washed with water, dried (sodium sulfate) and evaporated to dryness. The residue was taken in dichloromethane and chromatographed on preparative thin layer chromatography, eluting in each case with different light petroleum:dichloromethane mixtures, affording the new products.
11. +).
12. +).
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15. C. M. A. Alonso, M. G. P. M. S. Neves, A. M. S. Silva, J. A. S. Cavaleiro and H. K. Hombrecher, Tetrahedron Lett., 38, 2757 (1997).
16. S. C. Cho, S. Motofusa, K. Ohe and S. Uemura, J. Org. Chem., 60, 883 (1995).