Synthesis and properties of 1,4-dimethoxynaphtho[2,3]-annelated dehydroannulenes

✍ Scribed by Tohru Nishinaga; Hideaki Nakayama; Nobutake Nodera; Koichi Komatsu

• Book ID: 104259863
• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 248 KB
• Volume: 39
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(98)01517-2

✦ Synopsis

Synthesis and characterization of dehydroannulenes which consist of 1,4-dimethoxynaphthalene units connected at the 2,3-positions by acetylene and butadiyne linkages are described. The 1H NMR spectra indicated neither significant diatropicity nor paratropicity in all of these annulenes. The electronic absorption maximum of the planar annulenes was shifted bathochromically compared with the absorption of 1,4-dimethoxy-2,3bis[(trimethylsilyl)ethynyl)]naphthalene as a reference, whereas not much bathochromic shift was observed for annulenes with non-planar ~-systems.