Abstract: Cyclopropylcarbinyl and cyclobutylcarbinyllithium reagents are known to undergo facile ring opening to open-chain analogs (eq 1 and 2). A systematic study of intramolecular metal-acetylene interactions schematically shown as cases 1-111 has been made, and both carbanionic and radical ring closures to five-membered ring aromatic carbocyclic organometallics have been observed with lithium and copper, respectively. Magnesium ...