Electrospray ionization (ESI) tandem mass spectrometric analysis of meso-tetrakis(heptafluoropropyl)Porphyrin

被引：18
作者：
Lau, KSF
Sadilek, M
Khalil, GE
Gouterman, M
Brückner, C
机构：
[1] Univ Washington, Dept Chem, Seattle, WA 98195 USA
[2] Univ Connecticut, Dept Chem, Storrs, CT 06269 USA
来源：
JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY | 2005年 / 16卷 / 12期
基金：
美国国家科学基金会;
关键词：
D O I：
10.1016/j.jasms.2005.08.001
中图分类号：
Q5 [生物化学];
学科分类号：
071010 ; 081704 ;
摘要：
The results of an electrospray ionization (ESI(+) and ESI(-)) collision-induced fragmentation investigation of meso-tetrakis(heptafluoropropyl)porphyrin ((THP)-H-F) are reported. The fragmentation patterns of (THP)-H-F show, in both ionization modes, the formation of fragments with direct covalent meso-alkyl-to-beta-linkages on elimination of HE In addition, in the ESI(+) mode, the losses of perfluoroalkyl radicals are observed. A detailed analysis of the fragmentation patterns allows conclusions to be drawn on the identification of the fragment species. Comparable cyclized products were previously produced using radical-initiated solution-phase syntheses. The results presented will help to analyze meso-perfluoroalkyl-derivatized porphyrinic macrocycles that are becoming increasingly popular.
引用
收藏
页码：1915 / 1920
页数：6
相关论文
共 21 条
[1]   Fluoroalkylation of porphyrins: Generation of 2-and 20-perfluoroalkyl-5,10,15-triarylporphyrin radicals and their intramolecular cyclizations [J].
Chen, L ;
Jin, LM ;
Guo, CC ;
Chen, QY .
SYNLETT, 2005, (06) :963-970
[2]  
Cole RB, 2000, J MASS SPECTROM, V35, P763, DOI 10.1002/1096-9888(200007)35:7<763::AID-JMS16>3.3.CO
[3]  
2-R
[4]   FACILE SYNTHESIS OF MESO-TETRAKIS (PERFLUOROALKYL)PORPHYRINS - SPECTROSCOPIC PROPERTIES AND X-RAY CRYSTAL-STRUCTURE OF HIGHLY ELECTRON-DEFICIENT 5,10,15,20-TETRAKIS(HEPTAFLUOROPROPYL)PORPHYRIN [J].
DIMAGNO, SG ;
WILLIAMS, RA ;
THERIEN, MJ .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (23) :6943-6948
[5]   ELECTRONIC CONSEQUENCES OF NONPLANAR CORE CONFORMATIONS IN ELECTRON-DEFICIENT PORPHYRINS - THE STRUCTURE AND SPECTROSCOPIC PROPERTIES OF [5,10,15,20-TETRAKIS(HEPTAFLUOROPROPYL)-PORPHINATO]COBALT(II) [J].
DIMAGNO, SG ;
WERTSCHING, AK ;
ROSS, CR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (31) :8279-8280
[6]   Synthesis, structure, electronic spectroscopy, photophysics, electrochemistry, and x-ray photoelectron spectroscopy of highly-electron-deficient [5,10,15,20-tetrakis(perfluoroalkyl)porphinato]zinc(II) complexes and their free base derivatives [J].
Goll, JG ;
Moore, KT ;
Ghosh, A ;
Therien, MJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (35) :8344-8354
[7]  
Grancho JCP, 2002, PHOTOCHEM PHOTOBIOL, V75, P249, DOI 10.1562/0031-8655(2002)075<0249:SSAPOS>2.0.CO
[8]  
2
[9]   Cycloreversion and other gas-phase reactions of neutral and cationic pyrrolidine-fused chlorins and isobacteriochlorins under ion bombardment and electrospray [J].
Izquierdo, RA ;
Barros, CM ;
Santana-Marques, MG ;
Correia, AJF ;
Silva, AMG ;
Tomé, AC ;
Silva, A ;
Neves, MGPMS ;
Cavaleiro, JAS .
RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2004, 18 (22) :2601-2611
[10]  
LAU KSF, UNPUB OBSERVATION NO
123