6922-92-5

Upstream product

• 4165-57-5 bromobenzene-d5 
• 105-58-8 Diethyl carbonate 

Downstream Products

• 6922-93-6 choloro{tris(pentadeuteriophenyl)}methane 
• 1429289-65-5 C₁₉H⁽²⁾H₁₃O 

Relevant academic research and scientific papers

Oxidative rearrangement of benzylamines to 4H-3,1-benzoxazines via Cu/Mn-promoted intramolecular C–H amination/electrocyclic reaction cascade

– We have developed a copper/manganese-mediated oxidative rearrangement of benzylamines to 4H-3,1-benzoxazines of potent interest in medicinal applications. The reaction proceeds uniquely through the initial copper/manganese-promoted intramolecular C–H am

Longer polyenyl cations in relation to soliton theory

The carotene-like polyenes decapreno-β-carotene (C50), C54-β-carotene (C54, first synthesis) and dodecapreno-β-carotene (C60) with 15, 17 and 19 conjugated double bonds, respectively, were synthesized by double Wittig reactions. Introduction of a leaving group in allylic position failed, and cations were obtained by hydride elimination effected by i) triphenylcarbenium tetrafluoroborate-d15, prepared by a new method, or ii) treatment with trifluoroacetic acid-d. Deuterated reagents were employed for product analysis by 1H NMR. Parallel experiments were performed with β,β-carotene (C40). NIR spectra at room temperature and at -15 °C were employed for characterisation and stability studies of the cationic products. In CH2Cl2 λmax in the 900-1350 nm region was recorded. NMR data for the cationic product of β,β-carotene obtained by the two new preparation methods were consistent with the two monocations previously characterised. The cationic products of the longer polyenes provided downfield-shifted, broadened signals, compatible with C50-monocation, mixed C54-mono- and dication and C60-dication. Combined NIR and NMR data suggest that the extent of charge delocalisation is limited by the maximum soliton width for cations obtained from linear polyenes with more than ca. 20 sp 2-hybridized carbon atoms. The Royal Society of Chemistry.