Patent ID: 8222469

Claim:
A method, comprising: providing a catalyst having the structure: wherein M is Mo or W; R 1 is aryl, heteroaryl, alkyl, heteroalkyl, optionally substituted; R 2 and R 3 can be the same or different and are hydrogen, alkyl, alkenyl, heteroalkyl, heteroalkenyl, aryl, or heteroaryl, optionally substituted; and R 4 and R 5 can be the same or different and are alkyl, heteroalkyl, aryl, heteroaryl, or silyl, optionally substituted, wherein at least one of R 4 or R 5 is a ligand containing oxygen bound to M; and reacting ethylene and a first species comprising at least one internal olefin in the presence of the catalyst to produce at least one product comprising a double bond, the double bond comprising a carbon atom from the ethylene and an atom of the first species, wherein the at least one product is formed at a turnover number of at least about 500; and wherein each optional substituent is independently selected from alkyl, aryl, arylalkyl, cyclic alkyl, heterocycloalkyl, hydroxy, alkoxy, aryloxy, perhaloalkoxy, arylalkoxy, heteroaryl, heteroaryloxy, heteroarylalkyl, heteroarylalkoxy, azido, amino, halogen, alkylthio, oxo, acylalkyl, carboxy esters, carboxyl, -carboxamido, nitro, acyloxy, aminoalkyl, alkylaminoaryl, alkylaryl, alkylaminoalkyl, alkoxyaryl, arylamino, arylalkylamino, alkylsulfonyl, -carboxamidoalkylaryl, -carboxamidoaryl, hydroxyalkyl, haloalkyl, alkylaminoalkylcarboxy-, aminocarboxamidoalkyl-, cyano, alkoxyalkyl, perhaloalkyl, and arylalkyloxyalkyl.