23781-83-1Relevant articles and documents
An analysis of the bonding properties of benz[a]azulene by X-ray, NMR, and computational studies
Buehl, Michael,Kozminski, Wiktor,Linden, Anthony,Nanz, Daniel,Sperandio, David,Hansen, Hans-Juergen
, p. 837 - 854 (1996)
The X-ray crystal structures of 9-phenylbenz[a]azulene (4) and the corresponding non-benzannelated form, 4-phenylazulene (5), have been determined (cf. Fig. 2). In contrast to 5, the skeleton of which shows nearly equal C,C bond lengths (cf Table 1), the
ARYLATION OF AZULENE
Nefedov, V. A.,German, N. A.,Lutsenko, A. I.,Nikishin, G. I.
, p. 154 - 162 (2007/10/02)
In the reaction of azulene with phenylhydrazine and an oxidizing agent (Cu(2+)) a mixture of 1-phenylazulene (28percent) with 2-, 4-, and 6-phenylazulenes (27percent in total) is formed; a series of para-substituted phenylazulenes and α-naphthylazulenes were obtained in a similar way.If p-nitrophenylhydrazine is used, selective arylation of azulene (at position 1) and also of dimethylaniline (at the ortho and para positions) occurs.An excess of the oxidizing agent (Cu(2+)) increases and an excess of the reducing agent (arylhydrazine) reduces the selectivity of arylation.Some of the obtained arylazulenes can be used as dichroic coloring additives for liquid crystals.