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Molecules 2001, 6(12), 1001-1005; doi:10.3390/61201001
Article

Facile Synthesis of 1,6-Bis(2-furyl)-2,5-bis(2-hydroxy-3-formyl-5-methylbenzyl)-2,5-diazahexane: a New Dinucleating Ligand

1
,
2, 2, 3, 2, 4, 1,*  and 2,*
1 National Key Laboratory of Applied Organic Chemistry and Department of Chemistry, Lanzhou University, Lanzhou 730000, China 2 Department of Chemistry, Zhengzhou University, ZhengZhou 450052, China 3 Department of Applied Oil Engineering, Logistical Engineering University, Chongqing 400042, China 4 Department of Chemical Engineering, Anyang University, Anyang 455000, China
* Authors to whom correspondence should be addressed.
Received: 15 April 2001 / Revised: 29 October 2001 / Accepted: 30 October 2001 / Published: 30 November 2001
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Abstract

A convenient three-step preparation of the dinucleating ligand, 1,6-bis(2-furyl)-2,5-bis(2-hydroxy-3-formyl-5-methylbenzyl)-2,5-diazahexane (3) starting from 2,6-bis(hydroxymethyl)-4-methylphenol (4) is reported. Compound 4 was partially oxidized with preactivated manganese dioxide to form compound 5, which was converted to 2-hydroxy-3-chloromethyl-5-ethylbenzaldehyde (6) with conc.HCl/EtOH. Compound 6 in turn reacted with N,N’-bis (2-furyl)-1,2-diaminoethane (7) in the presence of K2CO3 in ethanol to give the title compound 3. No protecting groups were required in the whole process and the conditions were mild.
Keywords: Synthesis; Dinucleating ligand; 2; 5-Diazahexane derivative; Partial oxididation; Manganese dioxide Synthesis; Dinucleating ligand; 2; 5-Diazahexane derivative; Partial oxididation; Manganese dioxide
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Sun, G.-C.; He, Z.-H.; Li, Z.-J.; Yuan, X.-D.; Yang, Z.-J.; Wang, G.-X.; Wang, L.-F.; Liu, C.-R. Facile Synthesis of 1,6-Bis(2-furyl)-2,5-bis(2-hydroxy-3-formyl-5-methylbenzyl)-2,5-diazahexane: a New Dinucleating Ligand. Molecules 2001, 6, 1001-1005.

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