期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 21, 期 22, 页码 8281-8289出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201404314
关键词
diazonium; electrochemistry; electrografting; electrosynthesis; porphyrins
资金
- Universite de Bourgogne
- CNRS
- Conseil Regional de Bourgogne (CRB)
- CRB [B190CVHCP-2013]
Magnesium(II) 10-phenyl-5,15-p-ditolylporphyrin is easily and cleanly transformed by electrolysis. A nitro group is first introduced at the free meso position by anodic substitution. Hydrogenation into the amine is then carried out electrocatalytically under ambient conditions with water as a hydrogen supplier. The synthesized porphyrin under the nickel(II) form can be covalently grafted onto a platinum electrode by electrochemical reduction of the diazonium cation, generated in situ by a reaction of the nickel(II) aminoporphyrin with sodium nitrite and trifluoroacetic acid. The electrosynthesized thin film gives an electrochemical response typical of a porphyrin material. Films grown under our conditions have a maximum surface coverage of approximately 5x10(-10)molcm(-2). The modified electrode exhibits a reproducible electrochemical behavior and a good level of stability over potential cycling and exposition to air.
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