Bis(N-confused porphyrin) as a semirigid receptor with a chirality memory: a two-way host enantiomerization through point-to-axial chirality transfer.
作者： Piotr J. Chmielewski , Marta Siczek , Marcin Stępień
关键词: Enantiopure drug 、 Crystallography 、 Enantiomeric excess 、 Stereochemistry 、 Diastereomer 、 Circular dichroism 、 Adduct 、 Chirality (chemistry) 、 Axial chirality 、 Metalation 、 Chemistry
摘要: The adduct formation of protonated bis(N-confused porphyrin) (BNCP, 3,3'-bis(meso-tetratolyl-2-aza-21-carbaporphyrin) with chiral anions, carboxylic acids, and alcohols was studied in solution by means (1) H NMR circular dichroism (CD) spectroscopic analysis DFT methods. addition enantiopure guests to the acidified BNCP resulted optical activity that vanished after neutralization. Pairs H NMR-distinguishable diastereomers were formed when applied, although a single form observed upon racemic mixtures each case. Unidirectional configuration change led diastereomeric excess several instances. Such an memorized metalation adducts AgBF4 , thus resulting optically active silver(III) complexes some enantiomeric excess. Absolute configurations cations bis(zinc) bis(silver(III)) determined on basis time-dependent (TD)-DFT calculations their CD spectra. It shown carboxylates induced opposite directions enantiomerization di- tetracations or di-/tetracation complexes. source equimolar mixture is discussed.
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