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The chemistry and molecular architecture of bile (cholic) acids, tetracyclic triterpenoids, and benzenoids are being investigated. Our research has resulted in the first transformation of cholic acid to derivatives of 17,19-dinorquassinoids, delineated the mechanism of electron impact induced fragmentation of the methyl ester triacetate of cholic acid through extensive deuterium labeling, identified a conversion of isocholesterol to a B-ring aromatic tetracyclic triterpenoid derivative by ejection of the C19-methyl, led to the discovery a diagnostic 13C NMR γ-oxygen shielding effect in cholic acid, and led to the synthesis and characterization of one of the largest open macrocycles ever subjected to X-ray crystallography.
Our theoretical benzenoid periodic table studies have unified the field of benzenoid and related hydrocarbons into a systematic framework for the first time; the criteria that identify a periodic table set constitutes an important conceptual contribution directed toward a unified structure theory for polycyclic conjugated polyenes, ranging from benzenoid hydrocarbons to fullerene carbons. Our periodic tables organize formulas into two-dimensional arrays in such a way as to sort them into regions with characteristic ranges of structures that can be identified by algorithms. This is a type of mapping which results in hierarchal orderings of the structures corresponding to the sorted formulas. The aufbau, circumscribing, leapfrog, and the hexagonal-to-pentagonal ring contraction algorithms are important tools used in the development of this unified formula/structure organization. This construct has led to the discovery of constant-isomer series and the spectacular structural isomorphism that exists between regular fused benzenoid hydrocarbons and the more stable total resonant sextet subset of benzenoid hydrocarbons.
The chemistry and molecular architecture of bile (cholic) acids, tetracyclic triterpenoids, and benzenoids are being investigated. Our research has resulted in the first transformation of cholic acid to derivatives of 17,19-dinorquassinoids, delineated the mechanism of electron impact induced fragmentation of the methyl ester triacetate of cholic acid through extensive deuterium labeling, identified a conversion of isocholesterol to a B-ring aromatic tetracyclic triterpenoid derivative by ejection of the C19-methyl, led to the discovery a diagnostic 13C NMR γ-oxygen shielding effect in cholic acid, and led to the synthesis and characterization of one of the largest open macrocycles ever subjected to X-ray crystallography.
Our theoretical benzenoid periodic table studies have unified the field of benzenoid and related hydrocarbons into a systematic framework for the first time; the criteria that identify a periodic table set constitutes an important conceptual contribution directed toward a unified structure theory for polycyclic conjugated polyenes, ranging from benzenoid hydrocarbons to fullerene carbons. Our periodic tables organize formulas into two-dimensional arrays in such a way as to sort them into regions with characteristic ranges of structures that can be identified by algorithms. This is a type of mapping which results in hierarchal orderings of the structures corresponding to the sorted formulas. The aufbau, circumscribing, leapfrog, and the hexagonal-to-pentagonal ring contraction algorithms are important tools used in the development of this unified formula/structure organization. This construct has led to the discovery of constant-isomer series and the spectacular structural isomorphism that exists between regular fused benzenoid hydrocarbons and the more stable total resonant sextet subset of benzenoid hydrocarbons.
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Journal of Mathematical Chemistryno. 5 (2024): 1-14
ACS OMEGAno. 20 (2023): 18332-18338
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