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Volumn 36, Issue 11, 2007, Pages 1332-1333

A facile synthesis of new chiral [1 + 1] macrocyclic schiff bases

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EID: 36849008097 PISSN: 03667022 EISSN: None Source Type: Journal
DOI: 10.1246/cl.2007.1332 Document Type: Article

Times cited : (7)

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- Typical experimental procedure: A mixture of dialdehyde 3 (1.0 equiv, chiral diamine 6 (1.5 equiv, and K2CO 3 (2.0 equiv, in water-ethanol (1:1) was irradiated in an unmodified domestic oven at low power settings for 5 min. The reaction mixture was cooled to room temperature and the solid materials were collected by filtration. It was redissolved in ethyl acetate and filtered. The filterate was dried over sodium sulfate and concentrated under reduced pressure to afford pure [1, 1] macrocycle as a yellow solid in good yield. Yield: 94, α] D28, 110 (c 0.1, CH2Cl2, 1HNMR [400MHz, CDCl3] δ 12.92 (s, 2H, 8.54 (s, 2H, 7.92-7.86 (m, 6H, 7.77-7.75 (d, J, 8.4 Hz, 2H, 7.41-7.37 (t, J, 7.6 Hz, 2H, 7.33-7.13 (m, 10H, 6.90-6.88 (d, J, 8.4Hz, 2H, 3.30-3.28 (d, J, 9.6Hz, 2H, 1.83-1.80 (m, 4H, 1.40-1.38 (m, 2H, 1.22-1.18 m, 4H
- +).

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