Abstract
Publisher Summary All 1,3-dipoles contain an allyl anion type π system, that is, four electrons delocalized over three parallel atomic π orbitals, but, in addition, 1,3-dipoles of the propargyl-allenyl type contain an additional π bond in the plane perpendicular to the allyl anion MO. The 1,3-dipoles with α, β; γ, δ-unsaturation are isoelectronic with the heptatrienyl anion and undergo a 1,7-electrocyclization (8π electron process) analogous to the heptatrienyl 1-cycloheptadienyl 2 rearrangement. The three types of 1,7-electrocyclization of propargyl-allenyl 1,3- dipole are nitrile ylides, nitrile imines, and diazo compounds. The chapter also describes the four types of 1, 3-dipoles of the allyl type that are azomethine ylides, azomethine imines, nitrons, and carbonyl ylides.
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