The sodium reduction of azulene to the contact-ion triple [disodium-(1,1',6,6'-tetrahydro-6,6'-bi(azulene)-1,1'-diide)-bis(diglyme)](infinity)

被引：12

作者：

Bock, H

Arad, C

Nather, C

Gobel, N

机构：

[1] Chemische Institute, Universität Frankfurt, D-60439 Frankfurt am Main

来源：

HELVETICA CHIMICA ACTA | 1996年 / 79卷 / 01期

关键词：

D O I：

10.1002/hlca.19960790110

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Colorless air-sensitive single crystals can be grown from a diglyme solution after the reduction of azulene by a Na-metal mirror. Structure determination at 150 K reveals a dimer dianion, in which the seven-membered rings are connected in 6,6'-positions and doubly diglyme-solvated Na+ counter cations eta(5)-coordinate to the five-membered rings. Based on preceding cyclovoltammetric measurements in aprotic azulene solutions as well as on extensive MNDO enthalpy of formation calculations, a proposal is forwarded how possibly the contact ion triple is formed along a microscopic pathway.

引用

收藏

页码：92 / 100

页数：9

相关论文

共 42 条

[1] AN ELECTRON DIFFRACTION INVESTIGATION OF MOLECULAR STRUCTURE OF AZULENE [J].

BASTIANS.O ;

DERISSEN, JL .

ACTA CHEMICA SCANDINAVICA, 1966, 20 (05) :1319-&

[2] ELECTRON SPIN RESONANCE OF AZULENE ANION RADICALS [J].

BERNAL, I ;

RIEGER, PH ;

FRAENKEL, GK .

JOURNAL OF CHEMICAL PHYSICS, 1962, 37 (07) :1489-&

[3] LOW-TEMPERATURE STUDIES OF ELECTROCHEMICAL KINETICS .3. USE OF CONCENTRATION STUDIES IN DETERMINING THE RATES, MECHANISMS, AND APPARENT REACTION ORDERS OF ELECTROHYDRODIMERIZATION REACTIONS [J].

BEZILLA, BM ;

MALOY, JT .

JOURNAL OF THE ELECTROCHEMICAL SOCIETY, 1979, 126 (04) :579-583

[4] STRUCTURES OF STERICALLY OVERCROWDED OR CHARGE-PERTURBED MOLECULES .6. 2,3,6,7-TETRAMETHOXYTHIANTHRENE DICATION - AN AROMATIC PI-SYSTEM GIVES UP THE GHOST [J].

BOCK, H ;

RAUSCHENBACH, A ;

RUPPERT, K ;

HAVLAS, Z .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1991, 30 (06) :714-716

[5] TETRAPHENYLBUTADIENE DISODIUM DIMETHOXYETHANE - SOLVENT-SHARED AND SOLVENT-SEPARATED ION TRIPELS WITHIN A SINGLE-CRYSTAL [J].

BOCK, H ;

NATHER, C ;

RUPPERT, K ;

HAVLAS, Z .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (17) :6907-6908

[6] DISTORTED MOLECULES - PERTURBATION DESIGN, PREPARATION AND STRUCTURES [J].

BOCK, H ;

RUPPERT, K ;

NATHER, C ;

HAVLAS, Z ;

HERRMANN, HF ;

ARAD, C ;

GOBEL, I ;

JOHN, A ;

MEURET, J ;

NICK, S ;

RAUSCHENBACH, A ;

SEITZ, W ;

VAUPEL, T ;

SOLOUKI, B .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1992, 31 (05) :550-581

[7] SINGLE-CRYSTAL STRUCTURE OF THE SOLVENT-SEPARATED RADICAL-ION PAIR [9,10-DIPHENYLANTHRACENE(CENTER-DOT)CIRCLE-MINUS][NA-CIRCLE-PLUS(THF)(6)] AND ITS IMPLICATION FOR CATION SOLVATION [J].

BOCK, H ;

JOHN, A ;

NATHER, C ;

HAVLAS, Z ;

MIHOKOVA, E .

HELVETICA CHIMICA ACTA, 1994, 77 (01) :41-50

[8] ETHER-SOLVATED SODIUM-IONS IN SALTS CONTAINING PI-HYDROCARBON ANIONS - CRYSTALLIZATION, STRUCTURES, AND SEMIEMPIRICAL SOLVATION ENERGIES [J].

BOCK, H ;

NATHER, C ;

HAVLAS, Z ;

JOHN, A ;

ARAD, C .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1994, 33 (08) :875-878

[9] ELECTRON-TRANSFER AND ION-PAIR FORMATION .40. SINGLE-CRYSTAL STRUCTURE OF BIS(SODIUM 1,1'-BIPHENYL-2-THIOLATE-DIGLYME) - AN INTERMEDIATE IN THE REDUCTIVE RING-OPENING OF DIBENZOTHIOPHENE [J].

BOCK, H ;

ARAD, C ;

NATHER, C ;

HAVLAS, Z ;

GOBEL, I ;

ANDREAS, J ;

KLEINE, M .

HELVETICA CHIMICA ACTA, 1995, 78 (04) :866-878

[10] ELECTRON-TRANSFER AND ION-PAIR FORMATION .34. SINGLE-CRYSTAL STRUCTURE OF THE SOLVENT-SEPARATED ION-PAIR [9,9'-BIANTHRYL-CENTER-DOT-CIRCLE-MINUS] [NA-CIRCLE-PLUS(DME)(3)] [J].

BOCK, H ;

JOHN, A ;

NATHER, C ;

HAVLAS, Z .

ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1994, 49 (10) :1339-1347

← 1 2 3 4 5 →