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

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 sodiu...

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Autores principales: Rivera, Augusto, Rojas, Jicli José, Salazar-Barrios, Jairo, Maldonado, Mauricio, Ríos-Motta, Jaime
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2010
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264220/
https://www.ncbi.nlm.nih.gov/pubmed/20657430
http://dx.doi.org/10.3390/molecules15064102
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author Rivera, Augusto
Rojas, Jicli José
Salazar-Barrios, Jairo
Maldonado, Mauricio
Ríos-Motta, Jaime
author_facet Rivera, Augusto
Rojas, Jicli José
Salazar-Barrios, Jairo
Maldonado, Mauricio
Ríos-Motta, Jaime
author_sort Rivera, Augusto
collection PubMed
description 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 (H(2) [H(2)Me]salen) have not been reported in the literature.
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spelling pubmed-62642202018-12-04 Synthesis of a New Series of N,N’-Dimethyltetrahydrosalen(H(2) [H(2)Me]salen) Ligands by the Reductive Ring-Opening of 3,3'-Ethylene-bis(3,4-dihydro-6-substituted-2H-1,3-benzoxazines) Rivera, Augusto Rojas, Jicli José Salazar-Barrios, Jairo Maldonado, Mauricio Ríos-Motta, Jaime Molecules Article 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 (H(2) [H(2)Me]salen) have not been reported in the literature. MDPI 2010-06-07 /pmc/articles/PMC6264220/ /pubmed/20657430 http://dx.doi.org/10.3390/molecules15064102 Text en © 2010 by the authors; licensee MDPI, Basel, Switzerland. This article is an Open Access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Rivera, Augusto
Rojas, Jicli José
Salazar-Barrios, Jairo
Maldonado, Mauricio
Ríos-Motta, Jaime
Synthesis of a New Series of N,N’-Dimethyltetrahydrosalen(H(2) [H(2)Me]salen) Ligands by the Reductive Ring-Opening of 3,3'-Ethylene-bis(3,4-dihydro-6-substituted-2H-1,3-benzoxazines)
title Synthesis of a New Series of N,N’-Dimethyltetrahydrosalen(H(2) [H(2)Me]salen) Ligands by the Reductive Ring-Opening of 3,3'-Ethylene-bis(3,4-dihydro-6-substituted-2H-1,3-benzoxazines)
title_full Synthesis of a New Series of N,N’-Dimethyltetrahydrosalen(H(2) [H(2)Me]salen) Ligands by the Reductive Ring-Opening of 3,3'-Ethylene-bis(3,4-dihydro-6-substituted-2H-1,3-benzoxazines)
title_fullStr Synthesis of a New Series of N,N’-Dimethyltetrahydrosalen(H(2) [H(2)Me]salen) Ligands by the Reductive Ring-Opening of 3,3'-Ethylene-bis(3,4-dihydro-6-substituted-2H-1,3-benzoxazines)
title_full_unstemmed Synthesis of a New Series of N,N’-Dimethyltetrahydrosalen(H(2) [H(2)Me]salen) Ligands by the Reductive Ring-Opening of 3,3'-Ethylene-bis(3,4-dihydro-6-substituted-2H-1,3-benzoxazines)
title_short Synthesis of a New Series of N,N’-Dimethyltetrahydrosalen(H(2) [H(2)Me]salen) Ligands by the Reductive Ring-Opening of 3,3'-Ethylene-bis(3,4-dihydro-6-substituted-2H-1,3-benzoxazines)
title_sort synthesis of a new series of n,n’-dimethyltetrahydrosalen(h(2) [h(2)me]salen) ligands by the reductive ring-opening of 3,3'-ethylene-bis(3,4-dihydro-6-substituted-2h-1,3-benzoxazines)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264220/
https://www.ncbi.nlm.nih.gov/pubmed/20657430
http://dx.doi.org/10.3390/molecules15064102
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