Details

Autor(en) / Beteiligte

• Aiken, Stuart
• Gabbutt, Christopher D.
• Heron, B. Mark
• Kolla, Suresh B.

Titel

Photochromic bi-naphthopyrans

Ist Teil von

• Dyes and pigments, 2015-02, Vol.113, p.239-250

Erscheinungsjahr

2015

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• A series of novel 3-aryl-(3,3-diaryl-3H-naphtho[2,1-b]pyran-8-yl)-3H-naphtho[2,1-b]p y rans has been accessed from 6-bromo-2-naphthol via a four step transformation. Acylation of the dianion derived from the treatment of 6-bromo-2-naphthol with n-butyllithium with Weinreb amides and subsequent reaction with a 1,1,-diarylprop-2-yn-1-ol gave 8-aroyl-3H-naphtho[2,1-b]pyrans in good yield. Addition of lithium trimethylsilylacetylide to the foregoing 8-aroylnaphthopyrans proceeded smoothly with base-mediated desilyation to afford the target bi-naphthopyrans upon acid-catalysed reaction with 2-naphthol. Preliminary evaluation of the photochromic response of the new bi-naphthopyrans revealed reversible independent naphthopyran ring-opening leading to a complex photochromic signature. Novel 6-aroyl-2-naphthols have been used as building blocks to access a series of photochromic bi-naphthopyrans.