The role of nucleation inhibition in optical resolutions with families of resolving agents

Angewandte Chemie - International Edition

Volumn 41, Issue 22, 2002, Pages 4281-4286

  Nieuwenhuijzen, José W ^a   Grimbergen, Reinier F P ^b   Koopman, Carla ^b   Kellogg, Richard M ^a   Vries, Ton R ^a   Pouwer, Kees ^a   Van Echten, Erik ^a   Kaptein, Bernard ^b   Hulshof, Lumbertus A ^c   Broxterman, Quirinius B ^b  

^a Syncom BV   (Netherlands)

^b DSM RESEARCH   (Netherlands)

^c DSM Fine Chemicals Austria Nfg GmbH & Co KG   (Netherlands)

Author keywords

Chiral resolution; Chirality; Combinatorial chemistry

Indexed keywords

STEREOCHEMISTRY;

RESOLVING AGENTS;

NUCLEATION;

BENZENE DERIVATIVE; BROMINE DERIVATIVE; CHLORINE DERIVATIVE; REAGENT;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; RACEMIC MIXTURE;

EID: 2242437184     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3773(20021115)41:22<4281::AID-ANIE4281>3.0.CO;2-F     Document Type: Article

References (23)

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11. Reproducibilities are good; the experimentally determined error limit of the S factor is ± 5%.
12. Analogous experiments with pure -o-nitrophenylethylamine (5) as the inhibitor led to a de value of 51% and an S factor of 0.55. With pure (S)-p-nitrophenylethylamine as the inhibitor the de value was 62% and the S factor was 0.56. We conclude that use of the more readily available mixture instead of the pure materials is entirely justified and allows direct comparison with the data given in ref. [3].
13. In this experiment we used only o-nitrophenylethylamine instead of the 1:1 mixture of o,p isomers for reasons of simplicity.
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