Syntheses and photophysical properties of some 5(2)-aryl-2(5)-(4-pyridyl)oxazoles and related oxadiazoles and furans

• Published in: Journal of heterocyclic chemistry Vol. 29; no. 5; pp. 1245 - 1273
• Main Authors: Herbert Hall, J., Chien, Joseph Yuming, Kauffman, Joel M., Litak, Peter T., Adams, Jeffrey K., Henry, Ronald A., Hollins, Richard A.
• Format: Journal Article
• Language: English
• Published: Hoboken Wiley-Blackwell 01-08-1992; Wiley‐Blackwell; HeteroCorporation
• Subjects: Chemistry; Exact sciences and technology; Heterocyclic compounds; Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms; Organic chemistry; Preparations and properties; Five membered ring; Quaternization; Nitrogen heterocycle; Six membered ring; Oxygen heterocycle; NMR spectrum; Oxygen nitrogen heterocycle
• ISSN: 0022-152X; 1943-5193
• DOI: 10.1002/jhet.5570290534

A number of 5‐aryl‐2‐(4‐pyridyl)oxazoles, a 2‐aryl‐5‐(4‐pyridyl)oxazole, the related oxadiazole and furan, several 2‐(4‐pyridyl)cycloalkano[d]oxazoles, and many of their quaternary salts were prepared. No single standard synthesis was effective for preparation of more than a few of the 25 free bases described; methods often unique to a base were employed. Minor variations in structure sometimes produced large differences in absorption and emission wavelengths, as well as in the magnitude of the extinction coefficient. The salts are of interest as laser dyes, scintillation fluors, biological stains, and shifters for luminescent solar concentrators.