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Die Reduktion von Azulen mit Natrium zum Kontaktionen‐Tripel [Dinatrium‐(1,1′,6,6′‐Tetrahydro‐6,6′‐bi(azulen)‐1,1′‐diid)–bis (diglyme)] ∞
Author(s) -
Bock Hans,
Arad Claudia,
Näther Christian,
Göbel Ilka
Publication year - 1996
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19960790110
Subject(s) - diglyme , azulene , chemistry , mndo , dimer , ion , crystallography , stereochemistry , medicinal chemistry , photochemistry , molecule , solvent , organic chemistry
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)] ∞ 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 η 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.