Molecules 2010, 15(6), 4102-4110; doi:10.3390/molecules15064102
Article

Synthesis of a New Series of N,N’-Dimethyltetrahydrosalen (H2 [H2Me]salen) Ligands by the Reductive Ring-Opening of 3,3'-Ethylene-bis(3,4-dihydro-6-substituted-2H-1,3-benzoxazines)

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Received: 26 April 2010; in revised form: 7 May 2010 / Accepted: 11 May 2010 / Published: 7 June 2010
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.
Abstract: A new series of N,N'-bis(2'-hydroxy-5'-substituted-benzyl)-N,N´-dimethylethane-1,2-diamines (N,N'-dimethyltetrahydrosalen) ligands were prepared in good yield by reduction of the respective 3,3'-ethylene-bis(3,4-dihydro-6-substituted-2H-1,3-benzoxazine) precursors with sodium borohydride . The ligands were characterized by IR, NMR, and elemental analysis, which showed the compounds to be consistent with the proposed structures. Ring-opening reactions of bis-1,3-benzoxazines in the presence of sodium borohydride to produce N,N’-dimethylated tetrahydrosalens (H2 [H2Me]salen) have not been reported in the literature.
Keywords: tetrahydrosalen; salan; bis-benzoxazines; tetradentate ligand
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MDPI and ACS Style

Rivera, A.; Rojas, J.J.; Salazar-Barrios, J.; Maldonado, M.; Ríos-Motta, J. Synthesis of a New Series of N,N’-Dimethyltetrahydrosalen (H2 [H2Me]salen) Ligands by the Reductive Ring-Opening of 3,3'-Ethylene-bis(3,4-dihydro-6-substituted-2H-1,3-benzoxazines). Molecules 2010, 15, 4102-4110.

AMA Style

Rivera A, Rojas JJ, Salazar-Barrios J, Maldonado M, Ríos-Motta J. Synthesis of a New Series of N,N’-Dimethyltetrahydrosalen (H2 [H2Me]salen) Ligands by the Reductive Ring-Opening of 3,3'-Ethylene-bis(3,4-dihydro-6-substituted-2H-1,3-benzoxazines). Molecules. 2010; 15(6):4102-4110.

Chicago/Turabian Style

Rivera, Augusto; Rojas, Jicli José; Salazar-Barrios, Jairo; Maldonado, Mauricio; Ríos-Motta, Jaime. 2010. "Synthesis of a New Series of N,N’-Dimethyltetrahydrosalen (H2 [H2Me]salen) Ligands by the Reductive Ring-Opening of 3,3'-Ethylene-bis(3,4-dihydro-6-substituted-2H-1,3-benzoxazines)." Molecules 15, no. 6: 4102-4110.

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