Journal of the American Chemical Society

Intramolecular organometal-Acetylene and acetylene-acetylene interactions. Routes to benzylidenefluorene and C4 ring systems

SA Kandil, RE Dessy

Index: Kandil,S.A.; Dessy,R.E. Journal of the American Chemical Society, 1966 , vol. 88, p. 3027 - 3034

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Citation Number: 62

Abstract

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 ...