[GRAPHICS] We provide access to a new class of C-1- or C-2-symmetrical host molecules 1 and 2 based on a spirobisindane skeleton, Whereas 1 is selective for short, rigid diamines, 2 prefers longer alpha,omega-dications. Of all the amino acid methyl esters, only those of lysine and arginine with the correct distance between their cationic groups form strong 1:1 complexes in DMSO with 2, NMR titrations reveal high association constants as well as discrimination between the enantiomers of lysine and arginine.

[GRAPHICS] We provide access to a new class of C-1- or C-2-symmetrical host molecules 1 and 2 based on a spirobisindane skeleton, Whereas 1 is selective for short, rigid diamines, 2 prefers longer alpha,omega-dications. Of all the amino acid methyl esters, only those of lysine and arginine with the correct distance between their cationic groups form strong 1:1 complexes in DMSO with 2, NMR titrations reveal high association constants as well as discrimination between the enantiomers of lysine and arginine.

A chiral sensor for arginine and lysine

FAILLA, Salvatore;CONSIGLIO, GIUSEPPE
2000-01-01

Abstract

[GRAPHICS] We provide access to a new class of C-1- or C-2-symmetrical host molecules 1 and 2 based on a spirobisindane skeleton, Whereas 1 is selective for short, rigid diamines, 2 prefers longer alpha,omega-dications. Of all the amino acid methyl esters, only those of lysine and arginine with the correct distance between their cationic groups form strong 1:1 complexes in DMSO with 2, NMR titrations reveal high association constants as well as discrimination between the enantiomers of lysine and arginine.
2000
[GRAPHICS] We provide access to a new class of C-1- or C-2-symmetrical host molecules 1 and 2 based on a spirobisindane skeleton, Whereas 1 is selective for short, rigid diamines, 2 prefers longer alpha,omega-dications. Of all the amino acid methyl esters, only those of lysine and arginine with the correct distance between their cationic groups form strong 1:1 complexes in DMSO with 2, NMR titrations reveal high association constants as well as discrimination between the enantiomers of lysine and arginine.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.11769/10970
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