TCI Materials Science News
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November 2022
TCI is at the forefront of offering high-quality materials for R&D. This issue covers our materials science topics as follows:
- Cyclopentadienone-type Building Blocks for Multi-substituted Acenes
- Strong Electron-Accepting Building Blocks for Organic NLO Materials
- Polycyclic Aromatics with sp3-Carbon Methylene Bridges
- Building Block for the Formation of Polycyclic Aromatic Compounds

Cyclopentadienone-type Building Blocks for Multi-substituted Acenes
7,9-Diphenyl-8H-cyclopenta[a]acenaphthylen-8-one [D6039], tetraphenylcyclopentadienone [T1062], 2,5-bis(4-bromophenyl)-3,4-diphenylcyclopenta-2,4-dienone [B5987] and 2,5-bis(methoxycarbonyl)-3,4-diphenylcyclopentadienone [B1962] are highly reactive with various dienophiles. These clyclopentadienones can be converted to multi-substituted acenes by Diels-Alder cycloaddition with arynes or alkynes and subsequent decarbonylative aromatization. Obtained acenes are expected to be used in organic electronics research.
Strong Electron-Accepting Building Blocks for Organic NLO Materials
Two tricyanofurans [C3791] [C3792] enable the synthesis of organic nonlinear optical (NLO) materials with excellent electron-accepting units through condensation reactions of reactive methyl groups and various aldehyde derivatives under mild conditions. Due to their strong electron acceptor properties, the obtained organic NLO materials have improved molecular hyperpolarizability and exhibit significant electro-optical (EO) effects.
Polycyclic Aromatics with sp3-Carbon Methylene Bridges
TCI offers several compounds with sp3-carbon methylene moieties, including, fluorene [F0017], 2,3-benzofluorene [B0059], 1,2-benzofluorene [B3931], 4H-cyclopenta[2,1-b:3,4-b']dithiophene [C3021], 5,10-dihydroindeno[2,1-a]indene [D3191], truxene [T2752], sumanene [S0888] and methylene-bridged [6]cycloparaphenylene [M3419]. These compounds allow methylene moieties to be easily substituted. Arylation, alkylation and other derivatizations can be used to modify physical properties like solubility.
Building Block for the Formation of Polycyclic Aromatic Compounds
Biphenylene [B6284] is a hydrocarbon with a strained four-membered ring moiety. The carbon-carbon bond linking two benzene rings of biphenylene is cleaved by the transition metal and then used in the formation of new carbon-carbon bonds with different chemical species. For instance, the annulative cross-coupling with biphenylene and 1,5,9-trichlorotriphenylene allows the synthesis of 8-membered-ring polyaromatic compounds. The palladium-catalyzed cross-coupling reaction of 2-alkylphenyl bromides with biphenylene through C(sp3)-H activation has also been reported. » TCI eNewsletter Back Issues
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