2,2′: 6′,2"-Terpyridine-4′(1′H)-thione:: a missing link in metallosupramolecular chemistry

被引：39

作者：

Constable, EC

Hermann, BA

Housecroft, CE

Neuburger, M

Schaffner, S

Scherer, LJ

机构：

[1] Univ Basel, Dept Chem, CH-4056 Basel, Switzerland

[2] Ludwig Maximilians Univ Munchen, WMI CeNS, D-85748 Garching, Germany

来源：

NEW JOURNAL OF CHEMISTRY | 2005年 / 29卷 / 11期

关键词：

D O I：

10.1039/b510792j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The compound 2,2': 6',2 ''-terpyridine-4'(1'H)-thione 1 has been prepared and structurally characterised; in both the solid state and in solution, the thione tautomer is dominant. Compound 1 is a key entry into 4'-sulfur-functionalised tpy ligands and a representative alkylation with an electrophilic Frechet dendrimer is presented and the structural characterisation of the new ligand 4 reported. Oxidation of 1 yields bis(2,2': 6',2 ''-terpyridin- 4'-yl) disulfide 2 which is a novel homoditopic tpy ligand and which forms a tetranuclear [ 4 + 4] iron (II) metallomacrocycle. Structural characterisation of 2 and preliminary data for the iron complex are presented.

引用

收藏

页码：1475 / 1481

页数：7

相关论文

共 77 条

[1] SIR92 - a program for automatic solution of crystal structures by direct methods [J].

ALTOMARE, A ;

CASCARANO, G ;

GIACOVAZZO, G ;

GUAGLIARDI, A ;

BURLA, MC ;

POLIDORI, G ;

CAMALLI, M .

JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1994, 27 :435-435

[2] Formation of metallo-polymers and -macrocycles by complexation of alkyl-linked di-terpyridines with iron(II) ions [J].

Andres, PR ;

Schubert, US .

SYNTHESIS-STUTTGART, 2004, (08) :1229-1238

[3]

ANDRES PR, 2004, SYNTHESIS-STUTTGART, P2865

[4] C-13 NUCLEAR MAGNETIC-RESONANCE SPECTRA IN THE IDENTIFICATION OF N-METHYL, O-METHYL OR S-METHYL DERIVATIVES OF SOME TAUTOMERIC HYDROXYL AND MERCAPTO NITROGEN-HETEROCYCLES [J].

BARLIN, GB ;

BROWN, DJ ;

FENN, MD .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1984, 37 (11) :2391-2395

[5] SEQUENCE-SPECIFIC CLEAVAGE OF HIV MESSENGER-RNA BY A RIBOZYME MIMIC [J].

BASHKIN, JK ;

FROLOVA, EI ;

SAMPATH, US .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (13) :5981-5982

[6] Building blocks for ribozyme mimics: Conjugates of terpyridine and bipyridine with nucleosides [J].

Bashkin, JK ;

Xie, J ;

Daniher, AT ;

Sampath, U ;

Kao, JLF .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (07) :2314-2321

[7] EQUILIBRATION STUDIES - PROTOMERIC EQUILIBRIA OF 2-HYDROXYPYRIDINES AND 4-HYDROXYPYRIDINES, 2-HYDROXYPYRIMIDINES AND 4-HYDROXYPYRIMIDINES,2-MERCAPTOPYRIDINES AND 4-MERCAPTOPYRIDINES, AND STRUCTURALLY RELATED COMPOUNDS IN GAS-PHASE [J].

BEAK, P ;

FRY, FS ;

LEE, J ;

STEELE, F .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (01) :171-179

[8] CRYSTALS version 12: software for guided crystal structure analysis [J].

Betteridge, PW ;

Carruthers, JR ;

Cooper, RI ;

Prout, K ;

Watkin, DJ .

JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2003, 36 :1487-1487

[9] NEW NONPEPTIDE ANGIOTENSIN-II RECEPTOR ANTAGONISTS .3. SYNTHESIS, BIOLOGICAL PROPERTIES, AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF 2-ALKYL-4-(BIPHENYLYLMETHOXY)PYRIDINE DERIVATIVES [J].

BRADBURY, RH ;

ALLOTT, CP ;

DENNIS, M ;

GIRDWOOD, JA ;

KENNY, PW ;

MAJOR, JS ;

OLDHAM, AA ;

RATCLIFFE, AH ;

RIVETT, JE ;

ROBERTS, DA ;

ROBINS, PJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (09) :1245-1254

[10] NEW NONPEPTIDE ANGIOTENSIN-II RECEPTOR ANTAGONISTS .2. SYNTHESIS, BIOLOGICAL PROPERTIES, AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF 2-ALKYL-4-(BIPHENYLYLMETHOXY)QUINOLINE DERIVATIVES [J].

BRADBURY, RH ;

ALLOTT, CP ;

DENNIS, M ;

FISHER, E ;

MAJOR, JS ;

MASEK, BB ;

OLDHAM, AA ;

PEARCE, RJ ;

RANKINE, N ;

REVILL, JM ;

ROBERTS, DA ;

RUSSELL, ST .

JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (22) :4027-4038

← 1 2 3 4 5 6 7 8 →