The Electronic Spectrum of (-)-S-(pS)-2,5,3',6'-Tetrahydro-2.2-Paracyclophane-2-Carboxylic Acid

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A new, efficient route was used in the synthesis of [2.2]-paracyclophane-2-carboxylic acid. The acid as then resolved and the Birch reduction performed yielding one enantiomer of tetrahydro-[2.2]-paracyclophane-2-carboxylic acid. The ultraviolet spectrum of tetrahydro-[2.2]-paracyclophane- 2-carboxylic acid in isopenthane shows one absorption at 206 nm (Emax = 5,271). There are three bands observed in the circular dichroism spectrum in isopentane at 236 nm ([] = 1.8 X 104), 201 nm ([0] = -16 X 104) and a positive band indicated below 180 nm but not observed. The bands were assigned and possible reasons for the occurrence of a mr'r* transition at unexpectedly ... continued below

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v, 51 leaves: ill.

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Hall, Lindsey May 1980.

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A new, efficient route was used in the synthesis of [2.2]-paracyclophane-2-carboxylic acid. The acid as then resolved and the Birch reduction performed yielding one enantiomer of tetrahydro-[2.2]-paracyclophane-2-carboxylic acid. The ultraviolet spectrum of tetrahydro-[2.2]-paracyclophane- 2-carboxylic acid in isopenthane shows one absorption at 206 nm (Emax = 5,271). There are three bands observed in the circular dichroism spectrum in isopentane at 236 nm ([] = 1.8 X 104), 201 nm ([0] = -16 X 104) and a positive band indicated below 180 nm but not observed. The bands were assigned and possible reasons for the occurrence of a mr'r* transition at unexpectedly long wavelengths are discussed.

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v, 51 leaves: ill.

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  • May 1980

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Hall, Lindsey. The Electronic Spectrum of (-)-S-(pS)-2,5,3',6'-Tetrahydro-2.2-Paracyclophane-2-Carboxylic Acid, thesis, May 1980; Denton, Texas. (digital.library.unt.edu/ark:/67531/metadc504545/: accessed October 21, 2018), University of North Texas Libraries, Digital Library, digital.library.unt.edu; .