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Unformatted text preview: referred to as stereogenic if ligand permutation (interchange of two ligands (groups)) produces stereoisomers. For example, switch a and b in tetrahedral C abxy and the enantiomer of the original molecule is produced. (The abbreviated term stereocenter is often used to denote the carbon in such a molecule, and * is often used to denote it.) Switch a and b in alkene ab C=C xy and a diastereomer of the original is produced. nonstereogenic ligand permutation about the center/skeleton doesnt lead to stereoisomers (Note that the regular tetrahedron is the only skeleton in which every transposition of ligands is equivalent to a reversal in the sense of chirality of the ligated assembly. Thus, for this geometry there is unique link between chirotopicity and stereogenicity.) C C a b x y C C b a x y a/b interchange C b y x a a/b interchange C a y x b C b y x a...
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 Fall '11
 LauraShirtcliff
 Organic chemistry, Mole

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