144692-85-3Relevant articles and documents
Resorcinarene-based cavitands with chiral amino acid substituents for chiral amine recognition
Li, Na,Yang, Fan,Stock, Hillary A.,Dearden, David V.,Lamb, John D.,Harrison, Roger G.
, p. 7392 - 7401 (2012)
Resorcinarene-based deep cavitands alanine methyl resorcinarene acid (AMA), alanine undecyl resorcinarene acid (AUA) and glycine undecyl resorcinarene acid (GUA), which contain chiral amino acids, have been synthesized. The upper rim of the resorcinarene host is elongated with four identical substituents topped with alanine and glycine groups. The structures of the new resorcinarenes were elucidated by nuclear magnetic resonance (NMR), mass spectrometry (MS) and the sustained off-resonance irradiation collision induced dissociation (SORI-CID) technique in FTICR-MS. These studies revealed that eight water molecules associate to the cavitand, two for each alanine group. The alanine substituent groups are proposed to form a kite-like structure around the resorcinarene scaffold. The binding of AMA, AUA, and GUA with chiral R- and S-methyl benzyl amines was studied by 1H NMR titration, and compared to that of a binary l-tartaric acid and the monoacid phthalyl alanine (PA). The results show that these compounds interact with amine guests; however, with four carboxylic acid groups, they bind several amine molecules strongly while the binary l-tartaric acid only binds one amine guest strongly. The simple compound PA, which contains one carboxylic group, shows weak binding to the amines. The 1H NMR titration of AUA with primary, secondary, and tertiary chiral amines showed that it can discriminate between these three types of amines and showed chiral discrimination for chiral secondary amines.
Tetrathiafulvalene compound and synthesis method thereof
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Paragraph 0073; 0074; 0075, (2016/10/09)
The invention discloses a tetrathiafulvalene compound and a synthesis method thereof; the synthesis method comprises the following steps: (1) synthesis of 4,5-dichlorophthalic anhydride; (2) synthesis of 5,6-dichloro-2-cyclohexylisoindole-1,3-dione; (3) synthesis of 5,6-dibenzyl methylmercapto-2-cyclohexylisoindole-1,3-dione; (4) synthesis of 6-cyclohexyl-5H-[1,3]dithio-[4,5-f]isoindole-2,5,7(6H)-trione; and (5) synthesis of 6,6'-dicyclohexyl-5H,5'H-[2,2'-di[1,3]dithio[4,5-f]isoindole-5,5',7,7'(6H,6H')tetrone.