ISSN:
0947-3440
Keywords:
Betaine dyes, chiral
;
Solvatochromism
;
Crown compounds
;
Halochromism
;
Chirality
;
Dyes
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Syntheses (Schemes 1-3), negative solvatochromism (Table 1), cation-induced negative halochromism (Table 2), and chiro-solvatochromism (Tables 3 and 4) of the new crown ether-substituted chiral pyridinium N-phenolate betaine dyes 18a, b and 28a, b, each posessing four stereogenic centers, are described. The absolute configuration at the four stereogenic centers of the chiral betaine dyes has been confirmed by X-ray crystal structure analysis of the intermediate phenol 14a (Figure 1). Solutions of the chiral betaine dyes 18a, b and 28a, b, prepared by addition of monochiral amines and amino alcohols to solutions of the salts 17a, b and 27a, b in ethanol, exhibit in some cases small but significant chirosolvatochromic band shifts of up to Δλ = 10-12 nm (Tables 3 and 4), caused by chiral recognition of the monochiral guest molecules.
Additional Material:
4 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199719970411
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