Azulenophanes V synthesis and physical properties of [2](5,7)azuleno[2]para- and metacyclophanes

✍ Scribed by Yoshimasa Fukazawa; Masao Sabukawa; Shô Itô

• Publisher: Elsevier Science
• Year: 1982
• Tongue: French
• Weight: 244 KB
• Volume: 23
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)87279-2

✦ Synopsis

The title compounds 3 ond 1 were synthesized by the usual dithiaD. 3phane coupling and photodesulfurization route. InvestTgation of their physical properties established their molecular dimension and conformation. Transannular interaction disclosed by their electronic spectra was explained by MO calculations. In our previous paper') we have reported the synthesis and physical properties of [2j (1, J)azulenoLZlparacyclophane (l_), in which the five-membered ring of dipolar azulene faces close to the paro-bridged benzene ring. No sizable change could be detected in its electronic spectrum when compared with its reference compounds, suggesting that the transonnulor interaction between benzene and azulene is not so mm m-1 2 ?# ?. significant in this geometry. Murata').