Oxidative kinetic self-sorting of a dynamic imine library

Journal of the American Chemical Society

Volumn 133, Issue 4, 2011, Pages 724-727

  Osowska, Karolina ^a   Miljanić, Ognjen Š ^a  

^a University of Houston   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DYNAMIC NATURE; HIGH EFFICIENCY; OXIDATION RATES; SELF-SORTING; SLOW OXIDATION; HIGH-EFFICIENCY;

OXIDATION; SYNTHESIS (CHEMICAL);

NITROGEN COMPOUNDS;

IMINE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; KINETICS; OXIDATION; SYNTHESIS;

EID: 79851493080     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja109754t     Document Type: Article

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41. In fact, a fast irreversible reaction is often used to "trap" an equilibrating mixture before analysis without disturbing the component ratios.
42. The situation is slightly more complex than suggested by the H NMR spectrum in Scheme 5. Amine 3 is capable of forming double imines with either of the aldehydes, and some imines exist in their closed benzimidazoline and benzoxazoline forms (not shown).
43. 2 was instantaneous, the 29/28 ratio was 76:24. Details of these and related investigations will be reported elsewhere.