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Synthesis and Properties of New Alkyl Alanine Dipeptides Based on Difluoroboron β ‐diketonates
Author(s) -
Liu Xiaojuan,
Yang Hong,
Liu Wei,
Wang Yong,
Yang Yonggang
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201900600
Subject(s) - chemistry , alkyl , hydrogen bond , alanine , chirality (physics) , stereochemistry , amino acid , fourier transform infrared spectroscopy , polymer chemistry , molecule , combinatorial chemistry , organic chemistry , chemical engineering , biochemistry , chiral symmetry breaking , physics , quantum mechanics , nambu–jona lasinio model , engineering , quark
Based on difluoroboron β ‐diketonates, four novel alanine dipeptides C 10 H 21 CO‐Ala‐Ala‐O‐Br‐BF 2 DPh ( 4 ) with long alkyl chains were prepared and characterized. UV and emission in different solvents and in the solid states are studied. The self‐assembly behaviors are investigated by FE‐SEM, CD, and FTIR spectra, and different stereochemical structures are proposed. Hydrogen bonding, π–π interactions, and electrostatic interactions are believed to be the driving force for the molecular organizations. The handedness of twisted nanostructures is found to be related to chirality of the amino acid near the alkyl chain.