Date of Award
1986
Document Type
Thesis
Publication Status
Version of Record
Submission Date
October 2026
Abstract
The ensuing treatise details the routes investigated in the attempt to synthesize a novel porphyrin related to deoxophylloerythroetioporphyrin (DPEP), containing a fused six-membered cycloalkano ring system and a carboxylic acid chain in its structure. Mesorhodin methyl ester, the intermediate used throughout this study was obtained from mesoporphyrin dimethyl ester which in turn, was prepared from hemin. Attempts to reduce the keto-function in mesorhodin methyl ester to the corresponding methylene group in our target coumpound were based on two methods. The first approach was application of the Huang-Minlon modification of the Wolff-Kischner reaction. The second procedure considered chemical and catalytic hydrogenations as well as dehydration reactions. Although our proposed pathways were found to be unsatisfactory, the latter methodology did lead to unreported intermediates and a new porphyrin with a fused benzene ring. Their syntheses and spectral properties are discussed.
Extent
114 p.
Recommended Citation
GUTIERREZ, HERNANDEZ GUSTAVO A, "ATTEMPTS TO SYNTHESIZE A PORPHYRIN CONTAINING A FUSED CYCLOALKANO RING SYSTEM" (1986). Electronic Theses and Dissertations 1980 - 1989. 422.
https://digitalcommons.fau.edu/etd_general_3/422
Identifier
FADT14339
Comments
Thesis (M.S.)--Florida Atlantic University, 1986.|Thesis (M.S.)--Florida Atlantic University, 1986.