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

Gang-Chun Sun 1 email, Zhan-Hang He 2 , Zhong-Jun Li 2 , Xiao-Dong Yuan 3 , Zhi-Juan Yang 2 , Guo-Xi Wang 4 , Liu-Fang Wang 1,* email and Chang-Rang Liu 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; in revised form: 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

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Cite This Article

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.

AMA 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(12):1001-1005.

Chicago/Turabian Style

Sun, Gang-Chun; He, Zhan-Hang; Li, Zhong-Jun; Yuan, Xiao-Dong; Yang, Zhi-Juan; Wang, Guo-Xi; Wang, Liu-Fang; Liu, Chang-Rang. 2001. "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 6, no. 12: 1001-1005.

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