Patent ID: 8598349
Filing Date: 2013-12-03
Classification: C07B,C07C,C08G

Abstract:
1. A method for manufacturing a conjugated aromatic compound comprising reacting a first aromatic compound comprising an aromatic ring with a second aromatic compound comprising an aromatic ring in the presence of (i) a nickel compound, (ii) a metal reducing agent, (iii) at least one ligand (L1) selected from the group consisting of a 2,2′-bipyridine compound having at least one electron-withdrawing group and having no substituent at 3-, 6-, 3′- and 6′-positions, and a 1,10-phenanthroline compound having at least one electron-withdrawing group and having no substituent at 2- and 9-positions, and (iv) at least one ligand (L2) selected from the group consisting of a 2,2′-bipyridine compound having at least one electron-releasing group and having no substituent at 3-, 6-, 3′- and 6′-positions, and a 1,10-phenanthroline compound having at least one electron-releasing group and having no substituent at 2- and 9-positions, wherein the first aromatic ring comprises one or two leaving groups selected from the group consisting of an iodine atom, a bromine atom and a chlorine atom bonded thereto; wherein the first aromatic ring does not comprise a group (c1), (g1) or (h1) at the neighboring carbon atom to the carbon atom to which the leaving group is bonded; wherein (c1) is represented by the following formula (10): wherein A wherein (g1) consists of a C1-C20 alkyl group which may be substituted with at least one substituent selected from the group consisting of a fluorine atom, a cyano group, a C1-C20 alkoxy group, a C6-C20 aryl group and a C6-C20 aryloxy group; and wherein (h1) consists of a C2-C20 acyl group which may be substituted with at least one substituent selected from the group consisting of a fluorine atom, a cyano group, a C1-C20 alkoxy group, a C6-C20 aryl group and a C6-C20 aryloxy group; wherein the second aromatic ring has the same structure as the first aromatic ring or a different structure from the first aromatic ring; wherein the second aromatic ring comprises one or two leaving groups selected from the group consisting of an iodine atom, a bromine atom and a chlorine atom bonded thereto, wherein the second aromatic ring does not comprise the (c1), (g1) and (h1) at the neighboring carbon atom to the carbon atom to which the leaving group is bonded; and wherein the first aromatic ring and the second aromatic ring are independently selected from the group consisting of a benzene ring, a biphenyl ring, a naphthalene ring, a fluorene ring, an anthracene ring, a phenanthrene ring, a thiophene ring, a pyrrole ring and a pyridine ring.