57751-98-1

Upstream product

• 98-01-1 furfural 
• 121-69-7 N,N-dimethyl-aniline 
• 166328-14-9 potassium (furan-2-yl)trifluoroboranuide 

Relevant academic research and scientific papers

Electrophilic aromatic substitutions of aryltrifluoroborates with retention of the BF3- group: Quantification of the activating and directing effects of the trifluoroborate group

Kinetics and mechanisms of transition-metal free reactions of furyl, thienyl and indolyl trifluoroborates with benzhydrylium (Ar2CH +) and iminium (Me2N+=CHR) ions have been investigated. In contrast to common belief, substitutions at CH positions are often faster than ipso-substitutions of the BF3K group, because BF3K activates the position attached to boron by a factor of 10 3-104 while adjacent CH positions are activated by factors of 105-106. Several reactions that have previously been interpreted as ipso-substitutions actually proceed via initial substitution at a vicinal or remote CH position, followed by protodeborylation. If the proton released during electrophilic substitution at a CH position is trapped by a base, the BF3- group can be preserved. Remote reactions of heteroaryl trifluoroborates with iminium ions provide straightforward access to novel zwitterionic ammonium or iminium trifluoroborates, which have been characterized by single-crystal X-ray analyses.

Efficient synthesis of Bis(4-Dimethaminophenyl)arylmethanes and Bis(4-Diamethaminophenyl)alkanes using iodine reagent

A novel synthetic utility of NaICl2 for the preparation of bis(4-dimethaminophenyl)arylmethanes and bis(4-dimethaminophenyl)alkanes is described. In the presence of an aqueous solution of NaICl2, the reaction of arenes with aromatic aldehydes gives corresponding triarylmethane derivatives regioselectively in moderate to good yields. The method is also useful for the preparation of diarylalkane derivatives by using aliphatic aldehydes. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.

SbCl3-catalyzed one-pot synthesis of 4,4′-diamino- triarylmethanes under solvent-free conditions: Synthesis, characterization, and DFT studies

A simple, efficient, and mild procedure for a solvent-free one-step synthesis of various 4,4′-diaminotriarylmethane derivatives in the presence of antimony trichloride as catalyst is described. Triarylmethane derivatives were prepared in good to excellent yields and characterized by elemental analysis, FTIR, 1H and 13C NMR spectroscopic techniques. The structural and vibrational analysis were investigated by performing theoretical calculations at the HF and DFT levels of theory by standard 6-31Gs *, 6-31G*/B3LYP, and B3LYP/cc-pVDZ methods and good agreement was obtained between experimental and theoretical results.

Montmorillonite K10 clay catalysed Baeyer condensation of heterocyclic aldehydes with N,N-dimethylaniline: Synthesis and photo irradiation studies of heteroaryldiarylmethanes

The montmorillonitemK10 clay catalysed Baeyer condensation of a number of aromatic heterocyclic aldehydes (1-7) with N,N-dimethylaniline affords novel triarylmethanes (8-14) in good yield. The triarylmethane 8 was irradiated at 325 nm for 1 hr under different solvent systems and the photoproducts were identified as 15 and 16.