441314-95-0Relevant academic research and scientific papers
Gas-phase chemistry of benzyl cations in dissociation of N-Benzylammonium and N-benzyliminium ions studied by mass spectrometry
Chai, Yunfeng,Wang, Lin,Sun, Hezhi,Guo, Cheng,Pan, Yuanjiang
experimental part, p. 823 - 833 (2012/09/07)
In this study, the fragmentation reactions of various N-benzylammonium and N-benzyliminium ions were investigated by electrospray ionization mass spectrometry. In general, the dissociation of N-benzylated cations generates benzyl cations easily. Formation of ion/neutral complex intermediates consisting of the benzyl cations and the neutral fragments was observed. The intra-complex reactions included electrophilic aromatic substitution, hydride transfer, electron transfer, proton transfer, and nucleophilic aromatic substitution. These five types of reactions almost covered all the potential reactivities of benzyl cations in chemical reactions. Benzyl cations are well-known as Lewis acid and electrophile in reactions, but the present study showed that the gas-phase reactivities of some suitably ring-substituted benzyl cations were far richer. The 4-methylbenzyl cation was found to react as a Bronsted acid, benzyl cations bearing a strong electron-withdrawing group were found to react as electron acceptors, and parahalogen- substituted benzyl cations could react as substrates for nucleophilic attack at the phenyl ring. The reactions of benzyl cations were also related to the neutral counterparts. For example, in electron transfer reaction, the neutral counterpart should have low ionization energy and in nucleophilic aromatic substitution reaction, the neutral counterpart should be piperazine or analogues. This study provided a panoramic view of the reactions of benzyl cations with neutral N-containing species in the gas phase. American Society for Mass Spectrometry, 2012.
Synthesis, evaluation and computational studies on a series of acetophenone based 1-(aryloxypropyl)-4-(chloroaryl) piperazines as potential atypical antipsychotics
Bali, Alka,Sharma, Komal,Bhalla, Abhishek,Bala, Suman,Reddy, Dinesh,Singh, Anant,Kumar, Anil
experimental part, p. 2656 - 2662 (2010/07/09)
A series of 1-(aryloxypropyl)-4-(chloroaryl) piperazines have been synthesized and the target compounds evaluated for atypical antipsychotic activity in apomorphine induced mesh climbing and stereotypy assays in mice. The compounds 11 and 12 have emerged
Synthesis of piperazine derivatives by Cp (*)Ir complex-catalyzed N-alkylative reactions of ethanolamines
Fujita, Ken-Ichi,Kida, Yasushi,Yamaguchi, Ryohei
experimental part, p. 1371 - 1377 (2010/10/03)
A new method for the synthesis of piperazine derivatives catalyzed by a Cp (*)Ir complex has been developed. Cp (*)Ir complex-catalyzed N-alkylative homocoupling reactions of N-benzylethanolamines give N,N'-dibenzylpiperazine derivatives. For example, the
