引用本文:
康敬万, 耿再新, 卢小泉, 周喜斌, 高锦章. 几种对称镍卟啉配合物的合成、表征和电化学性质[J]. 应用化学,
1999, 16(3): 73-75.
Citation: Kang Jingw an, Geng Zaixin, Lu Xiaoquan, Zhou Xibin, Gao Jinzhang. Synthesis and Electrochemical Behavior of Symmetrical Nickel Porphyrins[J]. Chinese Journal of Applied Chemistry, 1999, 16(3): 73-75.
Citation: Kang Jingw an, Geng Zaixin, Lu Xiaoquan, Zhou Xibin, Gao Jinzhang. Synthesis and Electrochemical Behavior of Symmetrical Nickel Porphyrins[J]. Chinese Journal of Applied Chemistry, 1999, 16(3): 73-75.
几种对称镍卟啉配合物的合成、表征和电化学性质
摘要:
卟啉试剂是一类重要的离子配位显色剂,在生物体中具有重要作用.作为自然界存在的金属卟啉之一,镍卟啉的电化学研究具有化学和生物学意义.四对羟基苯基卟啉合成已有不少报道[1,2],但产率较低,只有10%左右.Lindsey等发现用BF3作催化剂,在CH2Cl2中用苯甲醛和吡咯可缩合制四苯基卟啉TPPH2[3],产率有所提高.但该法需要在N2保护下、无水环境中操作.我们改用无水AlCl3作催化剂,在DMF中使对羟基苯甲醛和吡咯缩合制四(对羟基苯基)卟啉(THPPH2)此法不需惰性气体保护.产率升至25%~30%之间,虽有部分产物水使AlCl3发生水解生成Al(OH)3,但经色谱分离后可除去Al(OH)3.并制备了它的镍配合物.对文献[4]合成方法进行了改进,制得meso-四(对苯甲酰氧基苯基)卟啉镍,缩短了反应时间,使产率由69%升至82%.并制得meso-四[4-(羧甲氧基)苯基]卟啉镍,该化合物的电化学行为尚未报道.本文用循环伏安法研究了电化学性质.
English
Synthesis and Electrochemical Behavior of Symmetrical Nickel Porphyrins
Abstract:
Tetra(4-hydroxyphenyl) porphyrin(THPPH2) was synthesized by condensation of 4-hydroxybenzaldehyde and pyrrole in DMF using anhydrous AlCl3 as catalyst without neccessity to use inert gas for protection. Its nickel complex(THPPNi) and Ni meso-tetra(4-benzoxyphenyl) porphyrin(TBOPPNi), Ni meso-tetra[4-(carboxymethylenoxy)phenyl] porphyrin(TCMOPPNi) were also prepared. Their structures were ascertained by elemental analysis, visible spectrum, IR and 1H NMR measurements. The electrochemical property of TCMOPPNi has been investigated in DMSO by cyclic voltammetry and differential pulse voltammetry.
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Key words:
- nickel porphyrin
- / synthesis
- / characterization
- / electrochemical property
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