Synthesis and photochromism of novel phenylene-linked photochromic bispyrans.

Abstract

[reaction: see text] Phenylene-linked bisnaphthopyrans were synthesized in good yields via the one-pot reaction of bis-propargyl alcohols with naphthols. Temperature-dependent photochromism in 1,4-phenylene-linked bispyrans leads to up to 60 nm bathochromic shift between the colored species formed at room temperature and at -20 degrees C. Better fatigue resistance and higher colorability was observed in 1,4-phenylene-linked bis-[2H]-naphtho[1,2-b]pyrans by comparison to the 1,3-phenylene linked bis-[2H]-naphtho[1,2-b]pyrans.

• Authors: Weili Zhao, Erick M Carreira
• Journal: Organic letters (Org Lett) Vol. 8 Issue 1 Pg. 99-102 (Jan 05 2006) ISSN: 1523-7060 [Print] United States
• PMID: 16381577 (Publication Type: Journal Article)