Comparative investigation of kinetic consequences associated with long-range electronic effects on catalytic ruthenium-promoted ring-closing metathesis
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Basu, K
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Ohio State Univ, Evans Lab Chem, Columbus, OH 43210 USAOhio State Univ, Evans Lab Chem, Columbus, OH 43210 USA
Basu, K
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Cabral, JA
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Ohio State Univ, Evans Lab Chem, Columbus, OH 43210 USAOhio State Univ, Evans Lab Chem, Columbus, OH 43210 USA
Cabral, JA
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Paquette, LA
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Ohio State Univ, Evans Lab Chem, Columbus, OH 43210 USAOhio State Univ, Evans Lab Chem, Columbus, OH 43210 USA
Paquette, LA
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[1] Ohio State Univ, Evans Lab Chem, Columbus, OH 43210 USA
When exposed to the Grubbs ruthenium catalyst, trienyl substrates of type 4 undergo highly regioselective ring closure to give the common product 5. These reactions proceed invariably under pseudo-first-order kinetics, considerably faster when X = H (t(1/2) = 9.1), followed by X = CO2Et (t(1/2) = 26.5). (C) 2002 Elsevier Science Ltd. All rights reserved.