Esters of pyromellitic acid. Part II. Esters of chiral alcohols: Para pyromellitate diesters as a novel class of resolving agents and use of pyromellitates as duplicands for chiral purification

Journal of Organic Chemistry

Volumn 73, Issue 13, 2008, Pages 4939-4948

  Paine III, John B ^a  

^a Philip Morris USA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL REACTIONS; ESTERIFICATION; ESTERS; FOOD PROCESSING; OLEFINS; STABILIZERS (AGENTS);

(+) MENTHOL; ALCOHOLYSIS; CHEMICAL EQUATIONS; CHIRAL ALCOHOLS; DIESTERS; PYROMELLITIC ACID; RESOLVING AGENTS; TERPENE ALCOHOLS;

ORGANIC COMPOUNDS;

ACID ANHYDRIDE; ALCOHOL DERIVATIVE; BORNEOL; ISOMENTHOL; MELITTIN; MENTHOL; NICOTINE; PYROMELLITIC ACID; TERPENE DERIVATIVE;

ARTICLE; CATALYSIS; CRYSTALLIZATION; HYDROGENOLYSIS; NONHUMAN; PURIFICATION; REACTION ANALYSIS; SYNTHESIS; TRANSESTERIFICATION;

EID: 46849096515     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo8005446     Document Type: Article

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21. Paine, J. B., III; Pierotti, J. A. Manuscript in preparation.
22. The author adheres strongly to the view that "ee" is best used to describe the outcome of chemical reactions, particularly those reactions wherein the overall chiral composition is affected by the reaction mechanism and the outcome is being compared to that from a random process. For the description of actual samples or preparations, from which, in principle, all of a particular antipode is available to be isolated or used, the concept of "absolute purities" or "chiral purities" is far more useful.
23. 3 at 77.1) δ 165.75, 165.61, 165.47, 162.4, 140.3, 136.4, 136.2, 133.8, 132.5, 131.0, 128.63, 128.56*, 128.50 (2 C), 128.41 (2 C), 68.9.
24. 3 at 77.1) δ 166.1, 162.7, 160.07, 159.99, 143.4, 135.4, 133.6, 133.0, 127.78, 127.72, 127.07, 127.01, 124.30, 124.23, 68.7. Other peaks were noted, enough for two compounds, at intensity circa one-half of this.