Bakthavachalam J, Annan R S, Beland F A, Vouros P, Giese R W
Department of Medicinal Chemistry, Barnett Institute of Chemical Analysis, Northeastern University, Boston, MA 02115.
J Chromatogr. 1990 Feb 2;500:373-86. doi: 10.1016/s0021-9673(00)96079-5.
Several electrophoric derivatives of 1-aminopyrene and 2-aminofluorene were prepared. Reagents such as heptafluorobutyryl chloride, pentafluorobenzoyl chloride, pentafluorobenzyl bromide and pentafluorobenzaldehyde, alone and in certain combinations, were employed. The ease of formation, yield, stability and fragmentation by gas chromatography with electron-capture negative-ion (ECNI) mass spectrometry of the derivatives were compared. This allowed the most promising ones to be selected for future work on the sensitive detection of aminopolyaromatics by this detection technique. Pentafluorobenzylidene (first choice) and N-pentafluorobenzyl-N-heptafluorobutyryl (second choice) derivatives emerged as the best ones. The origins of losses of HF and 2HF from some of the derivatives were elucidated in the ECNI mass spectra by studies of deuterium-labeled analogues.
制备了1-氨基芘和2-氨基芴的几种电泳衍生物。使用了诸如七氟丁酰氯、五氟苯甲酰氯、五氟苄基溴和五氟苯甲醛等试剂，单独使用或按某些组合使用。比较了这些衍生物通过电子捕获负离子（ECNI）质谱法进行气相色谱分析时的形成难易程度、产率、稳定性和碎片化情况。这使得能够挑选出最有前景的衍生物用于未来通过该检测技术对氨基多环芳烃进行灵敏检测的工作。五氟亚苄基（首选）和N-五氟苄基-N-七氟丁酰（次选）衍生物成为最佳选择。通过对氘标记类似物的研究，在ECNI质谱中阐明了某些衍生物中HF和2HF损失的来源。
