Synthesis of Novel Planar-Chiral Charge-Compensated nido-Carborane-Based Amino Acid

Molecules, Journal Year: 2024, Volume and Issue: 29(18), P. 4487 - 4487

Published: Sept. 21, 2024

Amino acids with unusual types of chirality and their derivatives have recently attracted attention as precursors in the synthesis chiral catalysts peptide analogues unique properties. In this study, we synthesized a new nido-carborane-based planar-chiral amino acid, molecule which group is directly bonded to B(3) atom, carboxyl attached B(9) atom through CH2S+(Me) fragment. 3-Amino-9-dimethylsulfonio-nido-carborane, prepared three steps from 3-amino-closo-carborane high yield, was key intermediate target acid. The carboxymethyl at sulfur introduced by demethylation reaction dimethylsulfonio derivative, followed S-alkylation. structure 3,9-disubstituted nido-carboranes studied for first time using NMR spectroscopy. resonances all boron atoms 11B spectrum 3-amino-9-dimethylsulfonio-nido-carborane were assigned based on 2D correlation experiments. acid related compounds are interest basis peptide-like ligands.

Language: Английский

Theoretical study of the reaction of 7,8-dicarba-nido-undecaborane with S-nucleophiles in the presence of mercury(ii) chloride

Russian Chemical Bulletin, Journal Year: 2024, Volume and Issue: 73(10), P. 2900 - 2909

Published: Oct. 1, 2024

Language: Английский