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Very often, cis–trans stereoisomers contain double bonds or ring structures. In both cases the rotation of bonds is restricted or prevented. [4] When the substituent groups are oriented in the same direction, the diastereomer is referred to as cis, whereas when the substituents are oriented in opposing directions, the diastereomer is referred to as trans.
E–Z configuration, or the E–Z convention, is the IUPAC preferred method of describing the absolute stereochemistry of double bonds in organic chemistry. It is an extension of cis – trans isomer notation (which only describes relative stereochemistry ) that can be used to describe double bonds having two, three or four substituents .
The descriptors cis (Latin, on this side of) [2] and trans (Latin, over, beyond) [3] are used in various contexts for the description of chemical configurations: [4] [5] In organic structural chemistry, the configuration of a double bond can be described with cis and trans, in case it has a simple substitution pattern
Traditionally, double bond stereochemistry was described as either cis (Latin, on this side) or trans (Latin, across), in reference to the relative position of substituents on either side of a double bond. A simple example of cis–trans isomerism is the 1,2-disubstituted ethenes, like the dichloroethene (C 2 H 2 Cl 2) isomers shown below. [7]
In biochemistry, cis-trans isomerase is a type of isomerase which catalyzes the isomerization of geometric isomers. Examples include retinal isomerase and immunophilins such as cyclophilin . External links
The relative importance of the cis and trans influences depends on the formal electron configuration of the metal center, and explanations have been proposed based on the involvement of the atomic orbitals. [8] Example of the structural trans effect: the effect induced by triethylphosphine ligands is stronger than induced by chloride ion ligands.
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The molecular configuration of a molecule is the permanent geometry that results from the spatial arrangement of its bonds. [1] The ability of the same set of atoms to form two or more molecules with different configurations is stereoisomerism. This is distinct from constitutional isomerism which arises from atoms being connected in a different ...