36622-84-1Relevant articles and documents
A re-examination of the S0 -> S1 excitation spectrum of dimethylaniline
Weersink, Robert A.,Wallace, Stephen C.,Gordon, Robert D.
, p. 9530 - 9540 (1995)
A new assignment for the S0->S1, transition of N,N-dimethylaniline (DMA) and related derivatives is presented.The 1ow frequency bands and long Franck-Condon envelope observed in DMA-h6 and DMA-d6 are assigned to the coupled methyl torsion mode of the amino group, not to torsion of the amino substituent about the C-N bond.This new assignment is consistent with the change in frequency of the excitation bands upon deuteration of the methyl groups and the strong origin transitions observed in the excitation spectra of other alkyl anilines.The assignment was confirmed by simulations of the excitation spectra of DMA-h6 and DMA-d6, with parameters of the calculated potential energy surface determined to be V3=148.0+/-0.5 cm-1, V+=-31.6+/-0.5 cm-1, V-=8.5+/-0.5 cm-1, and V6=-15+/-0.5 cm-1.By Franck-Condon analysis, it was determined that the weak origin transition is due to the shifting of the S1 torsion minimum by 40 deg along the gearing coordinate relative to the corresponding minimum in the ground state.
Environmentally Benign Synthesis of Quinoline-Spiroquinazolinones by Iron-Catalyzed Dehydrogenative [4 + 2] Cycloaddition of Secondary/Tertiary Anilines and 4-Methylene-quinazolinones
Ding, Yuxin,Kuang, Jinqiang,Xiao, Xuqiong,Wang, Lei,Ma, Yongmin
, p. 12257 - 12266 (2021/09/02)
We report an efficient iron-catalyzed cross-dehydrogenative coupling [4 + 2] annulation of secondary/tertiary anilines with quinazolinones to generate quinoline-spiroquinzolinones. The reaction proceeds smoothly with a relatively broad variety of function
Ru-Catalyzed Selective Catalytic Methylation and Methylenation Reaction Employing Methanol as the C1 Source
Biswas, Nandita,Srimani, Dipankar
, p. 10544 - 10554 (2021/07/31)
Methanol can be employed as a green and sustainable methylating agent to form C-C and C-N bonds via borrowing hydrogen (BH) methodology. Herein we explored the activity of the acridine-derived SNS-Ru pincer for the activation of methanol to apply it as a C1 building block in different reactions. Our catalytic system shows great success toward the β-C(sp3)-methylation reaction of 2-phenylethanols to provide good to excellent yields of the methylated products. We investigated the mechanistic details, kinetic progress, and temperature-dependent product distribution, which revealed the slow and steady generation of in situ formed aldehyde, is the key factor to get the higher yield of the β-methylated product. To establish the environmental benefit of this reaction, green chemistry metrics are calculated. Furthermore, dimerization of 2-naphthol via methylene linkage and formation of N-methylation of amine are also described in this study, which offers a wide range of substrate scope with a good to excellent yield.
Catalytic Selective Oxidative Coupling of Secondary N-Alkylanilines: An Approach to Azoxyarene
Ke, Lei,Zhu, Guirong,Qian, Hui,Xiang, Guangya,Chen, Qin,Chen, Zhilong
supporting information, p. 4008 - 4013 (2019/06/04)
Azoxyarenes are among important scaffolds in organic molecules. Direct oxidative coupling of primary anilines provides a concise fashion to construct them. However, whether these scaffolds can be prepared from secondary N-alkylanilines is not well explored. Here, we present a catalytic selective oxidative coupling of secondary N-alkylaniline to afford azoxyarene with tungsten catalyst under mild conditions. In addition, azoxy can be viewed as a bioisostere of alkene and amide. Several "azoxyarene analogues" of the corresponding bioactive alkenes and amides showed comparable promising anticancer activities.
