100098-44-0Relevant academic research and scientific papers
Transanular Interaction in Phanes, 30. Models for Amine-Arene-Exciplexes: Isomeric Naphthalino(2,6)pyrazinophanes and Naphthalino(2,6)pyrazinophane-1,11-dienes
Lintner, Birgit,Schweitzer, Dieter,Benn, Reinhard,Rufinska, Anna,Haenel, Matthias W.
, p. 4907 - 4921 (2007/10/02)
The naphthalinopyrazinophanes 7, 8 and the corresponding dienes 3, 4 were synthesized as models for exciplexes.The dithiaphanes 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 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-? interaction between one pyrazine nitrogen and naphthalene in 3, 4 and ?-? interaction between the aromatic units in 7, 8.For 7 and 8 the zero field splitting parameters and of the excited triplet state are determined by ODMR measurements.
