A new synthesis of benzoporphyrins using 4,7-dihydro-4,7-ethano-2H-isoindole as a synthon of isoindole

Recent Progress of Semiconductors in Organic Thin-Film Transistors

“…70 10 6 Tetrabenzoporphyrin [55] 10 -2 -6T [33] 0.002 -Tetra-phenyl porphyrin [56] 0.007～0.012 -BDT [35] 0.04 -Cyclo [8]pyrrole [57] 0. 68 10 4 TDT [36] 0.05 10 8 8T [58] 0.33 -DPh-BDX [37] 0.17 -DH-4T [59] 0.…”

Synthesis and Crystal Structures of 5,15-bis(triisopropylsilylethynyl)-tetrabenzoporphyrins

“…In this sense, the solution processable materials are strongly required. Ono and coworkers have developed the synthesis of insoluble tetrabenzoporphyrin (BP) from soluble precursor, bicyclo[2.2.2]octadiene (BCOD)-substituted porphyrin (CP), by retro Diels-Alder reaction [5]. This thermal conversion process from CP to BP only released four ethylene molecules with no other byproduct.…”

Ab initio electronic structure calculations of solid, solution-processed metallotetrabenzoporphyrins

“…[2][3][4][5][6] The synthetic process used to create the precursor molecules can be altered to create variations of the TBP molecule that exhibit widely different thin-film morphology and electrical performance; H 2 , Cu, Ni, and Zn core substitutions (TBP, CuTBP, NiTBP, and ZnTBP, respectively) in particular have demonstrated organic field-effect transistors (OFETs) with mobilities (µ FE ) in the range of 0.01-1 cm 2 /V-s. 5,[7][8][9] TBP has also recently been demonstrated as a robust donor material in organic photovoltaics (OPVs). 10,11 The bulk of theoretical examinations on the electronic structures of porphyrins have focused on single molecules, typically deriving their interpretation from the Gouterman four-orbital model.…”