Search results for "Picketing"

showing 2 items of 2 documents

Further synthetic and structural investigations of new pre-organized picket porphyrins

2005

The straightforward synthesis of three new picket porphyrins with a restrained conformation is described. These porphyrins have an unusual behavior due to the conjugated but still flexible nature of their pickets. The crystal structure of their common precusor is also reported and confirms the presumed geometry of this type of picket. Indeed, the latter one is formally obtained by the conjugation of two aromatic rings through an amide bond. Although the specific shape of the picket is expected to overcrowd the center of the porphyrin, it is shown that different types of nucleophilic reagents can add easily on these pickets.

010405 organic chemistryStereochemistryAromaticityGeneral ChemistryConjugated system010402 general chemistry01 natural sciencesPorphyrin[ CHIM ] Chemical Sciences0104 chemical scienceschemistry.chemical_compoundCrystallographychemistryNucleophile[CHIM] Chemical SciencesPeptide bond[CHIM]Chemical SciencesPicketingComputingMilieux_MISCELLANEOUS
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l -Prolinoyl chiral picket iron porphyrins evaluated for the enantioselective epoxidation of alkenes

2003

International audience; Four atropisomers of an L-prolinoyl picket porphyrin were synthesised from tetra-o-aminophenyl porphyrin (TAPP) and were evaluated as alkene epoxidation catalysts after incorporation of iron in the porphyrin core. In the case of the aaaa atropisomer bearing the four amino groups on the same side, a bulky base was employed in order to suppress the eventual reaction on the non-functionalised side of the porphyrin.The resulting enantioselectivities were compared with either other chiral motifs or with the corresponding strapped porphyrins. The enantioselectivities obtained with picket porphyrins are as high as those for strapped porphryins, and in some cases, even highe…

Atropisomer010405 organic chemistryStereochemistryEnantioselective synthesisGeneral ChemistryAlkene epoxidation010402 general chemistry01 natural sciencesPorphyrin[ CHIM ] Chemical SciencesCatalysis0104 chemical sciencesCatalysischemistry.chemical_compoundchemistryPolymer chemistryMaterials Chemistry[CHIM]Chemical SciencesPicketing
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