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Solution-processable derivatives 4a–d of the novel diindeno[1,2-g:1′,2′-s]rubicene ring system have been prepared in three steps from 1,5-dichloroanthraquinone. Charge extraction by linearly increasing voltage measurements indicates that 4a–d have bulk mobilities

Thermolysis provides a simple and efficient way of eliminating thiocarbonylthio groups from RAFT-synthesized polymers. The course of thermolysis of poly(methyl methacrylate) (PMMA) prepared with dithiobenzoate and trithiocarbonate RAFT agents was followed by thermogravimetric analysis (TGA), 1H NMR spectroscopy, and gel permeation chromatography (GPC). The weight loss profile observed depends strongly on the RAFT agent used during polymer synthesis. PMMA with a methyl trithiocarbonate end group undergoes loss of that end group at ~180°C, at least in part, by a mechanism believed to involve homolysis of the C–CS2SCH3 bond and subsequent depropagation. In contrast, PMMA with a dithiobenzoate end appears more stable. Only the end group is lost at ~180°C and the dominant mechanism is proposed to be a concerted elimination process analogous to that involved in the Chugaev reaction.

7α-(Dimethylstannyl)-24-nor-5β-cholane (12) and 3β-(dimethylstannyl)-24-nor-5β-cholane (11) have been prepared from cholic and lithocholic acid, respectively, as free-radical reducing agents. Limited enantioselectivity-testing data indicate that these compounds show promise as enantioselective free-radical reducing agents. For example, reaction of ethyl (rac)-2-bromo-2-cyclopentyl-2-phenylacetate with one equivalent of either (11) or (12) in the presence of one equivalent of (S,S)-(–)-N,N’-bis(3,5-di-tert-butylsalycidene)-1,2-cyclohexanediaminomanganese(III) chloride (7) in toluene at –78˚C provides ethyl (S)-2-cyclopentyl-2-phenylacetate, obtained with 62 and 90% ee, respectively.