Beilstein J. Org. Chem.2017,13, 2068–2077, doi:10.3762/bjoc.13.204
halides (AsI3 and SbCl3) have shown that selection of solution or mechanochemical conditions influence product stereoisomer distributions. In this case, the mechanochemical route increases the C1:C3 stereoisomer ratio in complexes 17 and 18 for As and Sb, respectively (see Scheme 7) [100]. The ability to
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Graphical Abstract
Scheme 1:
Variables associated with ball-milling (left) and solvent-based methodologies (right).
Beilstein J. Org. Chem.2011,7, 135–144, doi:10.3762/bjoc.7.19
performing theoretical calculations at the HF and DFT levels of theory by standard 6-31G*, 6-31G*/B3LYP, and B3LYP/cc-pVDZ methods and good agreement was obtained between experimental and theoretical results.
Keywords: diaminotriarylmethane; SbCl3; solvent-free reactions; synthesis; vibrational analysis
conditions by the use of SbCl3 as a versatile catalyst. In addition, structural and vibrational studies of leuco compounds by DFT methods were investigated for the first time.
Results and Discussion
Synthesis of DTM
Our investigations showed that N,N-dimethylaniline reacts smoothly with arylaldehydes and
heterocyclic aldehydes in the presence of SbCl3 to produce the corresponding DTMs in good to excellent yields. At first we focused on the reaction of benzaldehyde and N,N-dimethylaniline as a model reaction under various reaction conditions (with solvent, solvent-free, and microwave-assisted). Various protic
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Graphical Abstract
Scheme 1:
General route for the synthesis of 4,4’-diaminotriarylmethane derivatives in the presence of SbCl3:...