7012-18-2Relevant academic research and scientific papers
Strain and hueckel aromaticity: Driving forces for a promising new generation of electron acceptors in organic electronics
Brunetti,Gong,Tong,Heeger,Wudl, Fred
supporting information; experimental part, p. 532 - 536 (2010/04/24)
(Figure Presented) Straining at the leash: The main features of electron-accepting materials with a 9,9′-bifluorenylidene backbone are strain relief and a gain in aromaticity. These dimers (see picture) exhibit absorption near the red spectral region (ca. 600 nm) and HOMO (5.58-5.06 eV) and LUMO (3.37-3.09 eV) energy levels, which, together with high solubility and thermal stability render these materials attractive acceptors for bulk heterojunction (BHJ) solar cells.
Studies on the alkylation and chlorination of fluorenes: Preparation of 9-(2-hydroxyethyl)fluorene and 2,7-dichloro-9-(2-hydroxyethyl)fluorene
Perumattam,Shao,Confer
, p. 1181 - 1184 (2007/10/02)
Efficient large-scale syntheses of 9-(2-hydroxyethyl)fluorene (1) and its 2,7-dichloro derivative 2 are described. Major differences exist in the reactivity of fluorene and its 2,7-dichloro derivative toward 9-alkylation. These differences are attributed to the difference in acidity of the protons in the 9-position of these compounds. Also 2,7-dichlorination of fluorene and its derivatives was satisfactorily achieved by treatment with NCS and conc. HCl in acetonitrile under carefully controlled conditions. Specifically, a highly concentrated solution of substrates and elevated temperatures were required for facile 2,7-dichlorination.
