▎ 摘　　要

NOVELTY - A polycyclic aromatic compound and a boron compound substituted by optionally substituted aryl group are reacted in presence of a palladium compound and o-chloranil, to obtain optionally substituted aryl group-substituted polycyclic aromatic compound. USE - Manufacture of aryl group-optionally substituted polycyclic aromatic compound used for manufacturing graphene. ADVANTAGE - The aryl group-optionally substituted polycyclic aromatic compound is manufactured, by simple method. The desired position of carbon-hydrogen bond of polycyclic aromatic compound is directly arylated by carrying out carbon-hydrogen/carbon-boron coupling using palladium compound, o-chloranil and boron compound. DETAILED DESCRIPTION - INDEPENDENT CLAIMS are included for the following: (1) manufacture of tridecaene-containing compound of formula (C"), which involves reacting phenanthrene-containing compound of formula (B') and boron-containing compound of formula (G) in presence of palladium compound and o-chloranil, to obtain biphenyl-containing compound of formula (D') and subjecting biphenyl-containing compound (D') to cyclocondensation reaction; (2) manufacture of perylene-containing compound of formula (C'), which involves reacting naphthalene-containing compound of formula (B") and compound having naphthalene structure in presence of palladium compound and o-chloranil to obtain binaphthalene-containing compound of formula (D") and subjecting binaphthalene-containing compound (D") to cyclocondensation reaction; (3) pyrene-containing compound of formula (F1a); (4) pyrene-containing compound of formula (F1b); (5) phenanthrene-containing compound of formula (F2); (6) heptacyclo(16.12.0.02,11.04,9.012,17.019,24.025,30)triaconta-1(18),2(11),3,5,7,9,12(17),13,15,19(24),20,22,25(30),26,28-pentadecaene; (7) pyrene-containing compound of formula (F3); (8) cyclopentene-containing of formula (F4); and (9) perylene-containing compound of formula (F5). R8a,R8b=aromatic group substituted by 1-3 substituents chosen from 1-20C alkyl, halo and fluoro (excluding phenyl); m1,m2=0-2; m1+m2=1-4; R5,R7=H or 1-20C alkyl, where at least one of R5 and R7 is alkyl; R5a,R7a=H or 1-20C alkyl; R9=H, halo, 1-20C alkyl optionally substituted by fluoro, or aromatic group having ring number of 1 or 2; R50,R70=H or 1-20C alkyl; R10=aromatic group substituted by 1-3 substituents chosen from 1-20C alkyl group, halo and fluoro, or H, where number of H of two R10 is 0 or 1; or two R10=ring;and R11=aromatic group substituted by 1-3 substituents chosen from 1-20C alkyl group, halo and fluoro and having ring number of 1 or 2.