The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.
The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.
Patent No.:
Date of Patent:
Sep. 21, 1982
Filed:
Jul. 08, 1980
David Holland, Frodsham, GB;
David J Milner, Manchester, GB;
Imperial Chemical Industries Limited, London, GB;
Abstract
Chiral Schiff bases according to the general formula: ##STR1## and chiral transition metal complexes thereof, wherein at least the carbon atom of the monosaccharide to which the iminyl nitrogen atom is attached is asymmetric, and at least one of the carbon atoms adjacent the aforesaid carbon atom bears a hydroxyl group, R.sup.1 and R.sup.6 which may be the same or different, are hydrogen or lower alkyl, R.sup.2 is hydrogen, or lower alkyl or together with R.sup.10 forms a divalent hydrocarbon group, R.sup.3 is hydrogen, a sugar residue, or --CH.sub.2 OR.sup.10 in which R.sup.10 is hydrogen, lower alkyl or together with R.sup.2 forms a divalent hydrocarbon group, R.sup.4 is hydrogen or --CH.sub.2 OR.sup.10 in which R.sup.10 is hydrogen, or a lower alkyl, R.sup.5 is hydrogen, OR.sup.1 or a sugar residue, provided that both R.sup.4 and R.sup.5 are not hydrogen, R.sup.7 and R.sup.8 which may be the same or different, are hydrogen, or lower alkyl, or where p is 1, may with the cyclic ring to which CR.sup.7 R.sup.8 is attached form a fused system, R.sup.9 is hydrogen, alkyl, aralkyl, aryl or alkaryl, J is a chain of 3 or 4 atoms which with the group C A forms an aromatic system, which atoms may be carbon atoms or may be a mixture of carbon and one or more hetero atoms which may be the same or different, A is nitrogen, or ##STR2## or --NH--, L each of which may be the same or different, represents a substituent attached to a carbon atom in the chain J and is hydrogen, an alkyl group, aralkyl group, aryl, alkaryl or a substituent containing a hetero-atom; or two L's together with cyclic group to which they are attached form a fused system, m is 0 or 1, n is 0, 1 or 2, provided that n plus m is 0, 1, 2 or 3, p is 0, 1 or 2 and q is the number of carbon atoms in the chain J. The transistion metal is for example copper (II), chromium (II), manganese (II), iron (II), cobalt (II), nickel (II) or palladium (II). The aforesaid complexes may be used as catalysts in the cyclopropanation of olefins by diazoacetates to form insecticide or insecticide precursors.