Novel carboxylated pyrrole- and carbazole-based monomers. Synthesis and electro-oxidation features.

نویسندگان

  • Senthil Govindaraji
  • Philippe Nakache
  • Vered Marks
  • Zvika Pomerantz
  • Arie Zaban
  • Jean-Paul Lellouche
چکیده

Carboxylated pyrrole (Pyr, a index)- and carbazole (Cbz, b index)-containing monomers 6-7a/b and 9a/b have been readily synthesized from the monobenzyl ester of L-glutamic acid and triamine 2 using Clauson-Kaas and amide coupling reactions. In contrast to Pyr-containing compounds 6-7a, and 9a, the three Cbz-containing monomers 6-7b, and 9b have been found electroactive and were successfully electropolymerized on a Pt electrode resulting in the deposition of corresponding insoluble electroconducting polyCOOH polyCbz-films poly(6-7b) and poly(9b).

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Novel Carbazole (Cbz)-Based Carboxylated Functional Monomers: Design, Synthesis, and Characterization

A series of novel functional carbazole (Cbz)-based carboxylated monomers were synthesized and characterized. A Clauson-Kaas procedure, a deprotection step, amide coupling, and hydrolysis were utilized as key chemical reactions towards the multistep synthesis of monomers in good to excellent isolated yields. The design strategy was further extended to complex carbazole-COOH monomers incorporated...

متن کامل

Oxidation and Homolytic Coupling Regioselectivity of Carbazole in Acidie Media

Using vo1tammetric technique with a rotating disk electrode, the anodic oxidation of carbazole in aqueous H2S04 ethanol mixtures was shown to proceed under diffusion and electron transfer control conditions. Electro-oxidation involves one electron transfer; electrode passivation occurs due to the formation of a poorly soluble product. By means of the SCF MO LCAO INDO, AMI-UHF and PM3-UHF method...

متن کامل

Computational study on geometric and electronic properties of 3.6-carbazole based conjugated polymers

In this work, we present firstly a study based on the calculation of the local spin densities of radical cations, which is known as a good measure of reactivity for coupling reactions, to obtain a theoretical basis for the one-step formation of poly(3.6-carbazole) and derivatives. Then we detail a DFT theoretical study of the geometric and electronic properties of oligomers based on carbazole a...

متن کامل

Novel Schiff Bases of Pyrrole: Synthesis, Experimental and Theoretical Characterizations, Fluorescent Properties and Molecular Docking

Some new Schiff-base compounds based on pyrrole were synthesized by the reaction of 2-amino-1-methyl-4,5-diphenyl-1H-pyrrole-3-carbonitrile (1)with aromatic aldehydes (2a-2e) in ethanol/acetic acid at room temperature. The structures of the Schiff bases were characterized by full spectral data. The fluorescence emission intensity of the Schiff bases has bee...

متن کامل

Ag/Pt Core-Shell Nanoparticles on Graphene Nanocomposite for Effective Anodic Fuels Electro-oxidation

The nanocomposite consists of the Ag as a core and Pt as shell on the surface of graphene nanosheets (Ag/Pt-G) was synthesized with a simple method and used as a novel electrochemical platform for an efficient catalyst for oxidation of the ethanol, methanol and formic acid. The morphology and electrochemical properties of Ag/Pt-G nanocomposite were investigated by TEM, X-ray diffraction, and vo...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • The Journal of organic chemistry

دوره 71 24  شماره 

صفحات  -

تاریخ انتشار 2006