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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

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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 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.

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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