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Learn about the concept of chirality in chemical reactions through examples such as cis-hydrogenation. Discover how interactions of achiral objects yield achiral or chiral results depending on the presence of chiral intermediaries. Explore the role of meso compounds, racemic mixtures, and chiral catalysts in creating chiral outcomes. Understand why achiral substances combined in specific ways fail to produce chiral results.
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YOU CANNOT CREATE A CHIRAL RESULT BY REACTION OF TWO ACHIRAL SUBSTANCES Examples using the stereospecific cis-hydrogenation reaction ….. that is – a syn addition
INTERACTION OF ACHIRAL OBJECTS GIVES AN ACHIRAL RESULT meso achiral catalyst achiral top achiral planar alkene (cis) 50/50 but: IDENTICAL both meso bottom achiral catalyst achiral meso NOT A CHIRAL RESULT
INTERACTION OF ACHIRAL OBJECTS GIVES AN ACHIRAL RESULT achiral catalyst top achiral planar alkene (trans) Racemic Mixture 50/50 Enantiomers bottom achiral catalyst A RACEMIC MIXTURE IS NOT A CHIRAL RESULT (you do not get a specific enantiomer)
INTERVENTION OF A CHIRAL INTERMEDIARY GIVES A CHIRAL RESULT not formed specific binding Enzyme (chiral) blocks top side X Me Et achiral alkene one enantiomer achiral catalyst or an achiral reagent CHIRAL RESULT
INTERVENTION OF A CHIRAL INTERMEDIARY GIVES A CHIRAL RESULT not formed X alkene only fits one way into active site Me one enantiomer Me chiral catalyst enzyme is the reagent CHIRAL RESULT