REACTION OF FERROCENECARBALDEHYDE WITH O-PHENYLENEDIAMINE - CRYSTAL-STRUCTURE OF N-FERROCENYLMETHYL-2-FERROCENYL-BENZIMIDAZOLE

被引：27

作者：

BENITO, A

MARTINEZMANEZ, R

PAYA, J

SOTO, J

TENDERO, MJL

SINN, E

机构：

[1] UNIV POLITECN VALENCIA,DEPT QUIM,E-46071 VALENCIA,SPAIN

[2] UNIV POLITECN VALENCIA,DEPT INGN CONSTRUCC,E-46071 VALENCIA,SPAIN

[3] UNIV HULL,SCH CHEM,KINGSTON HULL HU6 7RX,YORKS,ENGLAND

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1995年 / 503卷 / 02期

关键词：

IRON; FERROCENE; FERROCENECARBALDEHYDE; X-RAY STRUCTURE; ELECTROCHEMISTRY;

D O I：

10.1016/0022-328X(95)05583-B

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The reaction of ferrocenecarbaldehyde with o-phenylenediamine in the presence of p-toluenesulphonic acid results in the synthesis of N-ferrocenylmethyl-2-ferrocenyl-benzimidazole 1, and 2-ferrocenyl-benzimidazole, 2. The molecular structure of 1 has been determined by single crystal X-ray analysis. It crystallises in the triclinic system, space group P ($) over bar 1, a = 10.069(7), b = 13.625(8), c = 9.314(7) Angstrom, alpha = 92.75(5)degrees, beta = 104.68(6)degrees, gamma = 95.43(6)degrees; V = 1227(1) Angstrom(3), Z = 2. An electrochemical study of 1 and 2 in dichloromethane:methanol (10:1) has been carried out. 2 shows a reversible oxidation process at Ep(a) = 535 mV. The addition of HCl (1 equiv.) switches the oxidation potential giving a new wave at Ep(a) = 800 mV. 1 shows a reversible 2 e oxidation process at Ep(a) = 558 mV which is split into two different waves when 1 equiv. of HCl is added. The switching process is reversible for 1 and 2 and addition of base (KOH) leads to the former oxidation potential.

引用

页码：259 / 263

页数：5

共 19 条

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