Electric Literature of 21436-03-3, An article , which mentions 21436-03-3, molecular formula is C6H14N2. The compound – (1S,2S)-Cyclohexane-1,2-diamine played an important role in people’s production and life.
(Chemical Equation Presented) The cyclohexane-1,2-diamine-based bisbinaphthyl macrocycles (S)-/(R)-5 and their cyclic and acyclic analogues are synthesized. The interactions of these compounds with various chiral acids are studied. Compounds (S)-/(R)-5 exhibit highly enantioselective fluorescent responses and high fluorescent sensitivity toward alpha-hydroxycarboxylic acids and N-protected amino acids. Among these interactions, (S)-mandelic acid (10-3 M) led to over 20-fold fluorescence enhancement of (S)-5 (1.0 × 10-5 M in benzene/0.05% DME) at the monomer emission, and (S)-hexahydromandelic acid (10-3 M) led to over 80-fold fluorescence enhancement. These results demonstrate that (S)-5 is useful as an enantioselective fluorescent sensor for the recognition of the chiral acids. On the basis of the study of the structures of (S)-5 and the previously reported 1,2-diphenylethylenediamine-based bisbinaphthyl macrocycle (S)-4, the large fluorescence enhancement of (S)-5 with a chirality-matched alpha- hydroxycarboxylic acid is attributed to the formation of a structurally rigidified host-guest complex and the further interaction of this complex with the acid to suppress the photoinduced electron-transfer fluorescent quenching caused by the nitrogens in (S)-5.
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