Syntheses of a New C₂₂H₂₈ Cage Hydrocarbon System and 2,2- Tetramethylene-1 /4-Dibromobutane

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(1). An improved method for synthesizing bicyclo (2,2,1) hepta-2,5-diene-7-spiro-1'-cyclopentane (5) has been developed. Thermal reaction of compound (5) with neat iron pentacarbonyl under nitrogen atmosphere affords the corresponding cage dimer (6). Some aspects of the syntheses, spectra, and chemistry of compound (5) and (6) are discussed. (2). A structure isomer of decamethyldodecahedrane (C₃₀H₄₀), molecule (11), is expected to be synthesized via thermal reaction of iron carbonyl complexes with compound (10). An intermediate in this synthesis, 2,2- tetramethylene-1,4-dibromobutane (9) was efficiently synthesized starting from cyclopentanone. Some aspects of the syntheses, spectra, and chemistry of compound (1) to (9) will be discussed.

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59 leaves: ill.

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Wu, An-hsiang December 1984.

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  • Wu, An-hsiang

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(1). An improved method for synthesizing bicyclo (2,2,1) hepta-2,5-diene-7-spiro-1'-cyclopentane (5) has been developed. Thermal reaction of compound (5) with neat iron pentacarbonyl under nitrogen atmosphere affords the corresponding cage dimer (6). Some aspects of the syntheses, spectra, and chemistry of compound (5) and (6) are discussed. (2). A structure isomer of decamethyldodecahedrane (C₃₀H₄₀), molecule (11), is expected to be synthesized via thermal reaction of iron carbonyl complexes with compound (10). An intermediate in this synthesis, 2,2- tetramethylene-1,4-dibromobutane (9) was efficiently synthesized starting from cyclopentanone. Some aspects of the syntheses, spectra, and chemistry of compound (1) to (9) will be discussed.

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59 leaves: ill.

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UNT Theses and Dissertations

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  • December 1984

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  • May 10, 2015, 6:16 a.m.

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  • Nov. 28, 2016, 11:01 a.m.

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Wu, An-hsiang. Syntheses of a New C₂₂H₂₈ Cage Hydrocarbon System and 2,2- Tetramethylene-1 /4-Dibromobutane, thesis, December 1984; Denton, Texas. (digital.library.unt.edu/ark:/67531/metadc504469/: accessed January 17, 2018), University of North Texas Libraries, Digital Library, digital.library.unt.edu; .