TECHNOLOGY FOCUS - ORGANIC CHEMISTRY - Preferred Process: The process comprises a double Diels-Alder reaction between the quinone and two diene molecules and optionally replacing or adding substituents to generate substituted pentacene compound of formula (IV), where in step of performing a double or stepwise cycloaddition reaction, the isomeric products are generated and the process further comprises: the step of separating the isomeric products; subjecting the product to reduction and/or condensation and/or aromatization conditions to generate a corresponding unsubstituted or substituted pentacene; performing a coupling reaction to link two or more core structures; at least two steps comprising separating the isomeric products, subjecting the product to reduction and/or condensation and/or aromatization conditions to generate a corresponding unsubstituted or substituted pentacene compound of formula (VI) , or performing a coupling reaction to link two or more core structures, where the steps may be performed in any order. The step of replacing or adding substituents comprises replacing each A-B1 with triflate, halogen, aluminum, boron, copper, cobalt, chromium, iron, lithium, magnesium, nickel, palladium, platinum, silicon, tin, titanium or zinc.The process further comprises replacing each substituent with acetylene, or linker (comprising one or more triple bonds, substituted aryl, substituted thienyl, perfluorothienyl, alkylthienyl, perfluoroalkylthienyl, perfluoroalkanylperfluorothienyl or heterocycle substituted with alkyl, alkenyl or aryl.Preferred Components: The quinone moiety is of formula (Ib) and the diene compound is of formula (IIb).The process comprises the step or performing a coupling reaction to link two or more core structures thereby to generate an oligomeric compound comprising multiple units of the core structure linked by acetylene, heteroaryl, thienyl, perfluorothienyl, alkylthienyl, perfluoroalkylthienyl, perfluoroalkanylperfluorothienyl or heterocycle at least at the 2-position, and one of the 9 or 10 positions.R21-R28 = H, electron-withdrawing group, halo, trialkylsilyl, trialkylsilylalkynyl, alkoxy, aryloxy or amine, where one of R26 or R27 comprises A-B1;R1-R14 = H, (halo)alkyl, alkenyl, alkynyl, aryl, heterocycle, electron-withdrawing group, halo, trifluoromethylsulfonyl, alkoxy, aryloxy, amine, trialkylsilyl, trialkylsilylalkynyl, thienyl or perfluorothienyl (optionally substituted with (halo)alkyl, perfluoroalkyl, alkenyl, alkynyl, halo, trialkylsilyl and/or trialkylsilylalkynyl), R2 and one of R9 or R10 is A-B1 (preferably acetylene, thienyl, perfluorothienyl, alkylthienyl, perfluoroalkanylperfluorothienyl, heterocycle or a linker comprising one or more triple bonds (optionally substituted by halo and/or triflate)) and where each A-B1 comprises Si(R30, R31, R32) and is replaced at R2 or at one of R9 or R10;A = protective group;B1 = group to be protected, preferably O, S, Se or N; andR30, R31, R32 = H, alkyl, alkenyl, alkynyl, aryl, trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, triisopropylsilyl, diphenyl tertiary butyl, OSi, OH, OTf, OTs, OMs, ONs, NSi, acetylene, thienyl, perfluorothienyl or heterocycle. EXAMPLE - 2,9-Bis-(tertbutyl-dimethylsilanyloxy)-pentacene-6-13-dione (288 mg) was dissolved in tetrahydrofuran (150 ml), cooled to 0 degrees C and tetra-n-butylammonium fluoride (1.1 ml in tetrahydrofuran) was added. After 15 minutes N-phenyl-bis(trifluoromethylsulfonamide) (500 mg) in tetrahydrofuran (10 ml) was cannulated into the reaction flask and warmed to 22 degrees C. After 18 hours, the reaction was concentrated to 50 ml, diluted with ether, washed with 1M hydrochloric acid, 5% sodium bicarbonate and water. The ether solution was concentrated to 30 ml and filtered to give 2,9-bis(trifluoromethylsulfonyloxy)-6,13-pentacenequinone. Potassium acetate (590 mg) was flame dried in a flask under high vacuum. The flask was cooled to 22 degrees C, 2,9-bis(trifluoromethylsulfonyloxy)-6,13-pentacenequinone (604 mgl), palladium (II) dichloro((bis-iphenylphosphino)ferrocene), dichloromethane (24 mg), bis(pinacolato)diboron (635 mg) and 1,4-dioxane (10 ml) were sequentially added. The mixture was refluxed for 6 hours. Cooled and the mixture filtered. The brown solution was concentrated, washed and dried to give 2,9-bis(4,4,5,5-tetramethyl-1,3,2-dioxaboron-2-yl)pentacene-6,13-dione. Triisopropylsilylacetylene (0.2 ml) was added dropwise to a solution of n-butyl lithium (19 ml) maintained at 0 degrees C. The reaction was warmed to 22 degrees C and stirred for 1 hour. The solution was transferred to a tetrahydrofuran (5 ml) suspension of 2,9-bis(4-hexylthienyl)pentacene-6,13-dione (50 mg) maintained at 0 degrees C. The reaction was warmed to 22 degrees C and stirred for further 12 hours. The reaction was quenched with aqueous ammonium chloride (saturated) and worked up to give 2,9-bis(4-hexylthienyl)pentacene-6, 13-dihydroxy-6,13-bis(triisopropylsilylethynyl)dione. Stannous chloride dihydrate (226 mg) was added to a 1,4-dioxane (2 ml)/acetyl hydroxide (1 ml) solution of 2,9-bis(4-hexylthienyl)pentacene-6,13-dihydroxy-6,13-bis(triisopropylsilylethynyl)dione (100 mg), at 22 degrees C. The resulting deep green solution was stirred for 1 hour and worked up to give 2,9-bis-(4-hexylthienyl)-6,13-bis(triisopropylsilylethynyl)pentacene (90 mg, 90%).