Organic Chemistry

(Jacob Rumans) #1
Chiral Compounds Without Stereocenters

For example, the isomers which are shown by the following figure are different. The two
isomers cannot convert from one to another spontaneously because of restriction of rotation
of double bonds.


Figure 91


Other types of chiral compounds without stereocenters (like restriction of rotation of a single
bond because of steric hindrance) also exist. Consider the following example of the R and
S binol molecules:


Figure 92


Figure 93


The biphenyl C-C bond cannot rotate if the X and Y groups cause steric hindrance.


Figure 94


This compound exhibits spiral chirality.

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