2012
DOI: 10.1016/j.orgel.2011.10.005
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Control of electronic properties of triphenylene by substitution

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Cited by 16 publications
(12 citation statements)
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“…Molecular precursors 1 and 2 (Figure b) featuring iodide and bromide substituents respectively were prepared following literature procedures. , The Au(111) single crystal substrate was cleaned by cycles of sputtering and annealing. 1 and 2 were deposited onto the clean Au(111) surface from a homemade Knudsen cell evaporator held at 160 and 215 °C, respectively.…”
Section: Experimental Methodsmentioning
confidence: 99%
“…Molecular precursors 1 and 2 (Figure b) featuring iodide and bromide substituents respectively were prepared following literature procedures. , The Au(111) single crystal substrate was cleaned by cycles of sputtering and annealing. 1 and 2 were deposited onto the clean Au(111) surface from a homemade Knudsen cell evaporator held at 160 and 215 °C, respectively.…”
Section: Experimental Methodsmentioning
confidence: 99%
“…The synthesis of 1 has been reported elsewhere. , Precursor 2 was obtained through monoiodination of 9,10-phenanthrenequinone followed by bromination to yield 2-bromo-7-iodophenanthrene-9,10-dione in 13% yield. Knoevenagel condensation with 1,3-diphenyl acetone followed by a Diels–Alder reaction with 2-ethynyl-1,1′-binaphthalene ( 6 ) afforded 2 in 47% yield as an inseparable 1:1 mixture of regioisomers with respect to the position of the I/Br substituents at the C6/C11 position of the triphenylene core (Figure a).…”
Section: Hierarchical On-surface Synthesis Of Controlled Gnr Heteroju...mentioning
confidence: 99%
“…In particular, over the past few decades, polycyclic aromatic systems (PASs) have become the workhorse of organic electronics. 1,2 This is due to the molecular properties that characterize these systems: they are πconjugated, which allows for conductance, 1,3 yet are relatively stable, as compared to other conjugated systems, e.g., polyenes; 4 they tend to pack closely, 5,6 which is important for charge mobility; 7 and they can be relatively easily modified through substitution with functional groups or annulation, which allows for tuning their electronic properties, [8][9][10] as well as other attributes, e.g., solubility. 11,12 The ability to tune their electronic properties is one of the greatest advantages of PASs as organic electronics because, in order to perform in such a capacity, the molecule must meet certain requirements.…”
Section: Introductionmentioning
confidence: 99%