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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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

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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