Synthesis of Tetraalkenylmethane: Building Blocks for Three-Dimensional Hydrocarbon Networks |
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Authors: | B Harihara Venkatraman Piyali D Chaudhuri Serkan Yurt D Venkataraman |
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Institution: | Department of Chemistry , University of Massachusetts Amherst , Amherst, MA |
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Abstract: | In this paper, we show a common strategy to synthesize tetraalkenylmethanes, a cross-linker series for building three-dimensional hydrocarbon networks. To demonstrate the feasibility of this method, we have synthesized tetrapentenylmethane. Attempts to synthesize this cross-linker from pentaerythrityl tetrabromide using substitution reactions resulted in the formation of a spiro compound due to intramolecular cyclization. We also show that the difficulty in reactions at the neopentyl carbon site is due to the neopentyl carbanion stability, not the sterics. |
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Keywords: | Monomer tetrafunctional cross-linkers neopentyl carbon carbanion stability and sterics |
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