Additional Types of Carbenes and Carbenoids
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18-7-2019
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Additional Types of Carbenes and Carbenoids
In addition to the general carbene with formula R2C there exist a number of other compounds that behave in much the same way as carbenes in the synthesis of cyclopropane. Halogenated carbenes are formed from halomethanes. An example is dicholorcarbene, Cl2C. These halogenated carbenes will form cyclopropanes in the same manner as methylene but with the interesting presence of two halogen atoms in place of the hydrogen atoms.
Carbenoids are substances that form cyclopropanes like carbenes but are not technically carbenes. One common example is the stereospecific Simmon-Smith reaction which utilizes the carbenoid ICH2ZnI. The carbenoid is formed in situ via the mixing of a Zn-Cu couple with CH2I2.Since this reacts thesame as a carbene, the same methods can be applied to determine the product. An example of this is given as problem 5.
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