Mass Spectrometric Fragmentation of 1,8-Bis[4-substituted- (oxazolin-2-yl)] anthracenes: Ring-contraction Rearrangement of Oxazoline Ring under Electron-Impact Ionization Conditions  

作　　者：JIAO Peng MA Lin-ge ZHANG Qi-han XU Jia-xi 

机构地区：[1]Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Bering 100871, P. R. China

出　　处：《Chemical Research in Chinese Universities》2006年第6期753-755,共3页高等学校化学研究（英文版）

基　　金：Supported by the National Natural Science Foundation of China(No. 20272002).

摘　　要：The mass spectrometric fragmentation of 1,8-bis [ 4-substituted （oxazolin-2-yl） ] anthracenes （AnBOXes） was investigated by using mass-analyzed ion kinetic energy spectrometry under electron-impact ionization conditions. All the compounds could undergo a ring contraction by the loss of an RCH = CH2 molecule to form 1-oxazirinyl-8-（oxazolin- 2-yl） anthracene ions, which could further lose an R radical, followed by the loss of oxazoline. These ions could also eliminate an R radical and subsequently undergo ring-contraction rearrangements to lose a CHCH2O fragraent and an epoxide molecule, respectively. The ions that are formed could further lose CHCH2O and CH2 = CH fragments. Several ring-contraction rearrangements of the oxazoline ring were observed under electron-impact ionization conditions.The mass spectrometric fragmentation of 1,8-bis [ 4-substituted （oxazolin-2-yl） ] anthracenes （AnBOXes） was investigated by using mass-analyzed ion kinetic energy spectrometry under electron-impact ionization conditions. All the compounds could undergo a ring contraction by the loss of an RCH = CH2 molecule to form 1-oxazirinyl-8-（oxazolin- 2-yl） anthracene ions, which could further lose an R radical, followed by the loss of oxazoline. These ions could also eliminate an R radical and subsequently undergo ring-contraction rearrangements to lose a CHCH2O fragraent and an epoxide molecule, respectively. The ions that are formed could further lose CHCH2O and CH2 = CH fragments. Several ring-contraction rearrangements of the oxazoline ring were observed under electron-impact ionization conditions.

关 键 词：Bis-oxazoline EI-MS FRAGMENTATION Ring contraction 

分 类 号：O626.2[理学—有机化学]