ΣΥΝΘΕΣΗ ΚΑΙ ΧΗΜΕΙΟΦΩΤΑΥΓΕΙΑ ΔΙΥΠΟΚΑΤΕΣΤΗΜΕΝΩΝ ΣΤΙΛΒΕΝΙΩΝ

THE SYNTHESIS OF A SERIES OF E-2-HYDROXY-4'-SUBSTITUTED STILBENES WAS ACCOMPLISHED IN GOOD YIELDS BY THE WITTIG CARBONYL OLEFINATION REACTION. THE OZONOLYSIS OF THESE STILBENOLS WAS FOUND TO BE CHEMILUMINESCENT, THE QUANTUM YIELDS (1,2X10-4 - 8,1X10-6) DEPENDING ON HAMMETT'S "6" CONSTANT FOR THE 4'- SUBSTITUENT, AND SALICYLALDEHYDE ANION WAS FOUND TO BE THE PRIMARY EMOITLER IN ALL CASES. THE REACTION OF THE SAME STIBENOLS WITH SINGLET OXYGEN WAS ALSO CHEMILUMINESCENT WITH QUANTUM YIELDS 1,5X10-5 - 5,0X10-8. THE REACTION DOES NOT GO THROUGH A 1,2 DIOXETANE INTERMEDIATE AND THE MOLECULE EMITTING LIGHT IS FOUND TO BE STILBENOL ITSELF, PROBABLY VIA A C.I.E.E.L MECHANISM. FURTHERMORE WITTIG REACTIONS OF SEMISTABILIZED YLIDES WERE STUDIED FROM A MECHANISTIC POINT OF VIEW. DIFFERENCES IN STEREOSELECTIVITY BETWEEN THE TWO SERIES OF REACTIONS WERE RATIONALIZED IN TERMS OF STERIC RATHER THAN ELECTRONIC FACTORS. OXAPHOSPHETANES WHICH MAY COLLAPSE TO OLEFINS OR DECOMPOSE TO LI+ -STABILIZED BETAINE COMPLEXES ARE POSTULATED AS THE IMPORTANT INTERMEDIATES.

Grantor dc:publisher

Aristotle University Of Thessaloniki (AUTH)

Year dc:date

1988

Author dc:creator

• Μυλωνά, Αναστασία

• ΑΝΤΙΔΡΑΣΗ ΣΤΙΛΒΕΝΙΩΝ ΜΕ ΟΖΟΝ
• ΦΑΣΜΑΤΑ ΜΑΖΑΣ ΣΤΙΛΒΕΝΙΩΝ
• Χημειοφωταύγεια
• Chemiluminescence
• MASS SPECTRA
• Stilbenes
• STILBENES REACTION WITH OZONE
• STILBENES REACTION WITH SINGLET OXYGEN
• STILBENOLS
• Φυσικές Επιστήμες
• Χημεία
• Natural Sciences
• Chemical Sciences

Language dc:language

gre

Identifier

10.12681/eadd/0716

OAI identifier oai:identifier

oai:10442/0716