Date of Award
Union College Only
Bachelor of Science
1-3 dipolar cycloaddition is the union of a 1-3 dipole, a-b-c, with a system containing a multiple bond, d-e, to form a five membered ring. In this scheme, center c contains an electron sextet, and concommitant positive charge, while center c contains an unshared pair of electrons and is the anionic center of the dipole. In the cycloaddition reaction, the 1-3 dipole and the multiple bond system (called the dipolarophile), collapse to form a five membered ring with loss of all formal charges. All together, eighteen 1-3 dipolar systems have been mentioned. The synthetic potential with respect to heterocyclic adducts is fantastic. In fact, this reaction may well prove to be as broad in scope as the Diels-Alder. Below are mentioned a few examples of adducts available through 1-3 dipolar cycloaddition. To date, more than one thousand analyzed adducts have been synthesized via this route.
Braff, Steven Paul, "1-3 dipolar cycloadditions of nitrile ylides" (1972). Honors Theses. 1806.