,'-Diarylsquaramide and ,'-dialkylsquaramide are conformationally stable linkers with extended (trans, trans) and folded (cis, cis) structures, respectively, independently of external conditions. Here, we show that -monomethylated ,'-diarylsquaramides generally take a (trans, cis) structure in the crystal but show a solvent-dependent conformational equilibrium in solution. In particular, the stable conformer of -methyl-,'-bis(1-naphthyl)squaramide () changes depending upon the solvent. Thus, aromatic -monomethylated squaramides could find application as components of environment-responsive molecular switches.
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http://dx.doi.org/10.1021/acs.joc.3c00918 | DOI Listing |
Phys Chem Chem Phys
November 2024
University of Coimbra, CQC-IMS, Department of Chemistry, Rua Larga, 3004-535 Coimbra, Portugal.
Two indigo derivatives, -phenylpropylindigo (NPhC3Ind) and ,'-diphenylpropylindigo (N,N'PhC3Ind), were synthesized using green chemistry techniques and their decay mechanisms were elucidated from ultrafast spectroscopic techniques, as well as density functional theory (DFT) and time-dependent DFT (TDDFT) studies. For NPhC3Ind, in methylcyclohexane (MCH) and -dodecane, a very fast (<1 ps) excited state proton transfer (ESPT) process is observed. In contrast, a bi-exponential decay is found in 2-methyltetrahydrofuran (2MeTHF), with a rising component of 9 ps and a decay of 72 ps, reminiscent of the behavior observed in indigo (IND).
View Article and Find Full Text PDFInt J Pharm
December 2024
National Engineering Research Center of Industrial Crystallization Technology, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, PR China; Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072, PR China; State Key Laboratory of Chemical Engineering, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, PR China. Electronic address:
Molecular conformational diversity plays a crucial role in both polymorphic nucleation and cocrystal formation during the cocrystallization process. However, the relationship between molecular conformation and cocrystallization polymorphism is not well-explored. Herein, the impact of molecular conformational landscapes on cocrystallization outcomes was investigated using tizanidine (TZND) as model compound.
View Article and Find Full Text PDFAcc Chem Res
August 2024
Theory Lab, Hasselt University, Agoralaan Building D, 3590 Diepenbeek, Belgium.
ConspectusLight is ubiquitously available to probe the structure and dynamics of biomolecules and biological tissues. Generally, this cannot be done directly with visible light, because of the absence of absorption by those biomolecules. This problem can be overcome by incorporating organic molecules (chromophores) that show an optical response in the vicinity of those biomolecules.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
September 2024
School of Chemistry, University of East Anglia, Norwich, NR4 7TJ, UK.
Perylene diimide (PDI) dimers and higher aggregates are key components in organic molecular photonics and photovoltaic devices, supporting singlet fission and symmetry breaking charge separation. Detailed understanding of their excited states is thus important. This has proven challenging because interchromophoric coupling is a strong function of dimer architecture.
View Article and Find Full Text PDFMol Pharm
July 2024
Centre for the Digital Design of Drug Products, School of Chemical and Process Engineering, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, U.K.
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