N-Arylmaleimide derivatives

Nine phenyl substituted N-phenylmaleimide monomers for photopolymerization studies have been characterized by x-ray crystallography. Structures for N-(2-t-butylphenyl)maleimide (1), P2₁/n, a = 10.197(3) Å, b = 11.904(4) Å, c = 10.496(5) Å, = 100.61(3)° N-(2-trifluoromethylphenyl)maleimide (2), P2₁/c, a = 11.763(8) Å, b = 10.699(9) Å, c = 8.284(5) Å, = 90.02(5)° N-(2,6-diisopropylphenyl)maleimide hemibenzene solvate (3), Pc, a = 16.747(6) Å, b = 8.552(3) Å, c = 12.899(4) Å, = 105.08(3)° N-(2,6-diisopropylphenyl) maleimide (unsolvated) (4), C2/c, a = 28.146(10) Å, b = 8.434(4) Å, c = 12.881(4) Å, = 92.20(4)° N-(2-bromo-3,5-bis(trifluoromethyl)phenyl) maleimide (5), P2₁/n, a = 8.7115(16) Å, b = 16.125(3) Å, c = 9.6707(19) Å, = 99.757(15)° N-(2-phenylphenyl)maleimide (6), P2₁/n, a = 8.519(4) Å, b = 13.742(5) Å, c = 11.147(4) Å, = 92.25(3)° N-(4-methoxyphenyl)maleimide (7), P2₁/n, a = 9.320(3) Å, b = 6.621(2) Å, c = 16.059(6) Å, = 99.58(3)° N-(2-trifluoromethylphenyl)-2-methylmaleimide (8), Fdd2, a = 43.362(12) Å, b = 8.202(2) Å, c = 12.720(4) Å and N-(2-trifluoromethylphenyl)-2-methanosuccinimide (9), Cc, a = 7.708(2) Å, b = 22.191(9) Å, c = 7.137(2) Å, = 115.76(2)° are described. Molecules with bulky 2-substituents show larger rotations between the mean phenyl and maleimide ring planes, and varying degrees of distortion to the imide group.