FIELD: chemistry.
SUBSTANCE: invention relates to a method of producing substituted or unsubstituted 1,7-diolefins of formula (9) in which R7-R12 independently denote hydrogen, an alkyl with 1-4 carbon atoms or halogen, through hydrodimerisation of non-cyclic olefins with at least two conjugated double bonds in the presence of a reducing agent and a catalyst, characterised by that the reducing agent used is formic acid and/or formate, and the catalyst used is a carbene metal complex which contains group VIII-X metals and at least one carbene ligand of formula (1) or (2): in which R1 R2 denote -(CH2)n-B, B denotes a monocyclic or polycyclic aryl group with 6-14 carbon atoms or a monocyclic or polycyclic heterocycle with 5-14 carbon atoms and heteroatoms, which contains 1-3 heteroatoms, selected from a group comprising nitrogen, oxygen or sulphur, n is a number ranging from 0 to 4, R3, R4, R5 and R6 denote hydrogen, alkyl, heteroaryl, aryl, -CN, -COOH, -COO-alkyl, -COO-aryl, -OCO-alkyl, -OCO-aryl, -OCOO-alkyl, -OCOO-aryl, -CHO, -CO-alkyl, -CO-aryl, -NH2, -NH(alkyl), -N(alkyl)2, -NH(aryl), -N(aryl)2, fluoro, chloro, bromo, iodo, -OH, -CF3, -NO2, - ferrocenyl, -SO3H or -PO3H2, wherein alkyl denotes an alkyl group with 1-12 carbon atoms, aryl denotes an aryl with 5-14 carbon atoms, and substitutes R3 and R4 may also be part an aliphatic or aromatic ring bound by a bridge, where substitutes R1 and R2 may be identical or different, substituted or unsubstituted, and substitutes R3, R4 R5 and R6 may also be identical or different, substituted or unsubstituted.
EFFECT: besides easy handling of the catalyst, the invention is also characterised by high efficiency.
16 cl, 12 tbl, 14 ex
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Authors
Dates
2011-06-20—Published
2007-06-06—Filed