63608-69-5Relevant articles and documents
Formation of 3-halobenzyne: Solvent effects and cycloaddition adducts
Coe, Jotham W.,Wirtz, Michael C.,Bashore, Crystal G.,Candler, John
, p. 1589 - 1592 (2004)
Noncoordinating solvents permit the halogen-metal exchange-induced formation of benzyne (aryne) from di- and trihalobenzene precursors in the presence of cyclopentadiene to give 1,4-dihydro-1,4-methano-naphthalenes. Studies with mixed halide precursors and nonacidic Diels-Alder diene traps reveal that ethereal and hydrocarbon solvents influence the halide leaving group facility, resulting in a reversal of 3-halobenzyne regioselectivity.