Interplay between Resonance-Assisted Hydrogen Bonding and Coordination in Sulfo-Functionalized Arylhydrazones of Active Methylene Compounds

被引：15

作者：

Mahmudov, Kamran T. ^{[1
,2
]}

Kopylovich, Maximilian N. ^{[1
]}

Guedes da Silva, M. Fatima C. ^{[1
]}

Pombeiro, Armando J. L. ^{[1
]}

机构：

[1] Univ Lisbon, Inst Super Tecn, Ctr Quim Estrutural, P-1049001 Lisbon, Portugal

[2] Baku State Univ, Dept Chem, Baku 1148, Azerbaijan

来源：

CHEMPLUSCHEM | 2014年 / 79卷 / 10期

关键词：

arylhydrazones; copper; hydrogen bonds; isomers; sodium; ACCEPTOR EDA INTERACTIONS; COPPER(II) COMPLEXES; CATALYTIC-ACTIVITY; CRYSTAL-STRUCTURE; BETA-DIKETONES; PEROXIDATIVE OXIDATION; POLYMERS DRIVEN; NITROGEN BASES; AZO DERIVATIVES; ACID;

D O I：

10.1002/cplu.201402088

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The interaction of sodium(I) and copper(II) with sodium (E,Z)-2-[2-(1-cyano-2-methoxy-2-oxoethylidene)hydrazinyl]benzenesulfonate (NaHL1), sodium 4-[2-(2,4-dioxopentan-3-ylidene)hydrazinyl]benzenesulfonate (NaHL2), and sodium 2-[2-(2,4-dioxopentan-3-ylidene)hydrazinyl]benzenesulfonate (NaHL3) is studied on the basis of competition between intra- and intermolecular hydrogen bonding and coordination. The interplay between such interactions provides an unprecedented strategy towards an easy ((E,Z)E or Z) isomeric resolution of NaHL1 to give the new coordination polymers [Na(H2O)(2)(-HL1)](n) (1) (E form) and [Na-2(H2O)(4)(-HL1)(2)](n)nH(2)O (2) (Z form). It is also applied to the synthesis of the new compounds [Cu(H2O)(6)](HL2)(2)4H(2)O (3) and [Cu(A)L-3]H2O (4) (A=2-(pyridin-2-yl)ethanol). The intra- and intermolecular structural relevance of hydrogen bonding is detailed by X-ray diffraction.

引用

页码：1523 / 1531

页数：9

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