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- W137690402 abstract "The magnesium ion metalloporphyrin complex is shown to bind the ligands alkyne and carbon monoxide with migration and bridging between the metal ion and nitrogen bound ligands.The sequence of reactions to form the glyceride acyl bond is: 1. Up to four carbon monoxide molecules may be individually bound to the metal and migrate to the four vacant nitrogen sites to form bridged aziridine-2one rings. 2. The metal bound alkyne (e.g. propyne) reacts with a peripherally bound carbon monoxide to form a propanone ring compound. 3. The propanone ring ligand isomerises by a hydrogen shift to a 3-methyl butenone ligand with an activation energy of 0.112 h. 4. The 3-methyl butenone ligand forms an acyl bridge to a peripheral carbon monoxide with an activation energy of 0.007 h. 5. The excited state complex is greatly stabilised by protonation, whilst mild hydrogenation at the metal and positively charged carbon atom frees the alkene ester. 6. The activation energy to bond the three carbon monoxide entities bound to the peripheral nitrogen sites is 0.126 h. 7. Mild reduction at the peripheral nitrogen sites frees the mono-glyceride. The reactions have been shown to be feasible from the overall enthalpy changes in the ZKE approximation at the HF and MP2 /6-31G* level." @default.
- W137690402 created "2016-06-24" @default.
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- W137690402 date "2009-08-20" @default.
- W137690402 modified "2023-09-27" @default.
- W137690402 title "A prebiotic photochemical synthesis of glycerides" @default.
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