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Transanulare Wechselwirkung bei [m.n]Phanen, 30. Modelle für Amin-Aromaten-Exciplexe: Isomere [2]Naphthalino[2](2,6)pyrazinophane und [2]Naphthalino[2](2,6)pyrazinophan-1,11-diene

✍ Scribed by Lintner, Birgit ;Schweitzer, Dieter ;Benn, Reinhard ;Rufińska, Anna ;Haenel, Matthias W.


Publisher
Wiley (John Wiley & Sons)
Year
1985
Tongue
English
Weight
901 KB
Volume
118
Category
Article
ISSN
0009-2940

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✦ Synopsis


diskutiert. Von 7 und 8 wurden die Nullfeld-Aufspaltungsparameter ID1 und [ E l des angeregten Triplettzustandes iiber ODMR-Messungen bestimmt. Transanular Interaction in [m.n]Phanes, 30') Models for Amine-Arene-Exciplexes: Isomeric [2]Naphthalino2pyrazinophanes and [2]Naphthalino2pyrazinophane-l,ll-dienes

The [2.2]naphthalinopyrazinophanes 7,8 and the corresponding dienes 3,4 were synthesized as models for exciplexes. The dithiaC3.3lphanes 20 and 22, prepared by cyclisation of 11 with 12 and 11 with 16, were oxidized to the disulfones 21, 23 which on vapour phase pyrolysis gave 7, 8. Ring contraction of 20, 22 by S-analogous Wittig ether rearrangement led to 24 and 26 which were converted to the dienes 3 and 4 via oxidation to the sulfoxides 25, 27 and pyrolytic elimination of methane sulfenic acid. Absorption and fluorescence spectra of 3, 4, 7, 8 as well as phosphorescence emission, observed for 7 and 8, are discussed in terms of n-7c interaction between one pyrazine nitrogen and naphthalene in 3,4 and 'IT-7c interaction between the aromatic units in 7, 8. For 7 and 8 the zero field splitting parameters I D I and IE I of the excited triplet state are determincd by ODMR measurements.

In der voranstehenden Mitteilung ' 1 wurde iiber Synthese, Strukturen und spektroskopische Eigenschaften der strukturisomeren 2und 2Naph-


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Transanulare Wechselwirkung bei [m. n]Ph
✍ Schweitzer, Dieter ;Haenel, Matthias W. 📂 Article 📅 1985 🏛 Wiley (John Wiley & Sons) 🌐 English ⚖ 736 KB

Eingegangen am 27. Dezember 1983 Die Absorptions-, Fluoreszenz-und Phosphoreszenzspektren von antiund syn-[2.2](2,7)Fluorenophan (1 und 2) sowie ihre durch ODMR-Messungen bestimmten Nullfeldaufspaltungsparameter I D I des angeregten Triplettzustandes werden im Hinblick auf die Elektronenwechselwirku