Encapsulation of N,N',N''-tricyclohexylguanidine in hydrophobic zeolite Y: Synthesis and catalytic activity

Tetrahedron Letters

Volumn 38, Issue 8, 1997, Pages 1325-1328

  Sercheli, Ricardo ^a   Ferreira, Alfredo L B ^a   Guerreiro, Mário C ^a   Vargas, Rogério M ^b   Sheldon, Roger A ^c   Schuchardt, Ulf ^a  

^a UNIVERSITY OF CAMPINAS   (Brazil)

^b FEDERAL UNIVERSITY OF BAHIA   (Brazil)

^c DELFT UNIVERSITY OF TECHNOLOGY   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

ALKANONE; ALKENE DERIVATIVE; GUANIDINE DERIVATIVE;

ARTICLE; CATALYST; DRUG IDENTIFICATION; DRUG SYNTHESIS; ENCAPSULATION; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS;

EID: 0031584918     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00031-2     Document Type: Article

References (13)

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6. 6. U. Schuchardt, R.M. Vargas and G. Gelbard, J. Mol. Catal. 1995, 99, 65.
7. 7. U. Schuchardt, R.M. Vargas and G. Gelbard, J. Mol. Catal. 1996, 109, 37.
8. 2/g and was dried at 100°C for 24h.
9. 9. Wessalith® (1.0 g) was suspended in a solution of 0.144 g (0.70 mmol) of N,N′-dicyclohexylcarbodiimide (DCC) in 2.2 mL of tert-butanol at r.t. for 24 h. Cyclohexylamine (0.145 g, 1.46 mmol) was added and the mixture refluxed for 24 h. After the reaction, another 5.0 mL of tert-butanol were added and the reaction mixture filtered. The solid was neutralized with a suspension of lithium carbonate in dry methanol at r.t. for 2 h. It was then washed with 20 mL of chloroform and dried at 50°C under reduced pressure. Microanalysis gave 9.63% C, 1.47% H and 1.76% N, which correspond to 0.42 mmol of TCG encapsulated in 1.0 g of Wessalith®.
10. 10. D. Wöhrle, G. Schulz-Ekloff, Adv. Mater. 1994, 6, 875.
11. 11. A.T. Nielsen and W.J. Houlihan, Org. Reac. 1968, 16, 1.
12. 12. In a 10 mL flask 0.35 g (3.3 mmol) of benzaldehyde in 0.7 mL of methanol were reacted at r.t. with 0.56 g (9.7 mmol) of acetone in the presence of 0.098 g (0.32 mmol) of TCG or 0.85 g (0.34 mmol) of encapsulated TCG in Wessalith®. The reaction products were quantified by GC analysis, using a 25 mx0.22 mmx0.33 μm CBP1 column, a FID detector and cyclooctane as internal standard.
13. 13. M.A. Zirnstein and H.A. Staab, Angew. Chem. Int. Ed. Engl. 1987, 26, 460.