Synthesis and polymerization studies of 3-(+) and (-)- menthyl carboxylate pyrroles

نویسندگان

  • Richard C. Foitzik
  • Elspeth K. Bowen
  • Amelia M. Taylor
  • Frederick M. Pfeffer
  • Akif Kaynak
چکیده

The synthesis of 3-(-)and 3-(+)-menthyl carboxylate pyrrole was achieved in four high yielding steps, including the triisopropylsilyl (TIPS) protection of the pyrrole nitrogen, bromination of the 3-position, lithium halogen exchange followed by reaction with menthyl chloroformate, and finally de-protection. Chemical polymerization of both the TIPS protected, and non-protected, menthyl carboxylate pyrroles was performed and the resulting polymers exhibited conductivity ranging from 0.6 to 2.3 S/cm. Polymerization of the 3-menthyl-N-TIPS pyrrole on the surface of wool was achieved by using solution and mist polymerization methods.

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

Synthesis and Characterization of PMMA with 4 - Carbazole Chromophore Substitution

A new carbazole- containing polymer has been synthesized for further photophysical studies. Efficient synthesis of the substituted methyl methacrylate has been accomplished via microwave assisted synthesis of 1 - chloro - 4-carboxy -5,6, 7, 8- tetrahydrocarbazole followed by further steps, such as reduction of the 4-substituted methyl carboxylate, dechlor...

متن کامل

Three-component Process for the Synthesis of Some Substituted Pyrroles using Water as a Green Solvent

A novel, convenient and efficient three-component reaction for synthesizing substituted pyrroles from primary amines and electron deficient acetylenic compounds in the presence of ammonium thiocyanate in water leads to the formation of pyrroles in good yields.

متن کامل

Fe3O4@SiO2@Propyl-ANDSA: A New Catalyst for the Synthesis of Substituted Pyrroles

Substituted pyrroles are an essential class of heterocyclic compounds. In this research, an efficient and eco-friendly method has been developed for the synthesis of pyrrole derivatives from the reaction of 2,5-hexanedione and primary amines. Magnetic nanoparticles supported on functionalized. 7-aminonaphthalene-1,3-disulfonic acid-functionalized. silica (Fe3O4@SiO2@Propyl–ANDSA) has been inves...

متن کامل

Tandem Synthesis of 2,3,4,5-Tetrasubstituted Pyrroles from Aromatic Aldehydes Using Diethylene Glycol-bis(3-methylimidazolium) Dihydroxide as an Efficient Catalyst

A sequential process strategy was introduced for the synthesis of 2,3,4,5-tetrasubstituted pyrroles by the formation of benzoin from the corresponding aromatic aldehyde and followed by condensation reaction with 1,3-dicarbonyl compounds and ammonium acetate in the presence of diethylene glycol-bis(3-methylimidazolium) dihydroxide as catalyst in refluxing ethanol. The recycled catalyst could be ...

متن کامل

Application of Green Procedure for the Synthesis of Substituted Pyrroles: Multi-component Reaction of Oxalyl Chloride

A novel, convenient and efficient approach to synthesis of pyrrole derivatives via the reaction of primary amines, alkyl propiolates and oxalyl chloride is described. The method offers several advantages including high yields of products and performing reaction in water as the solvent. 

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:

دوره   شماره 

صفحات  -

تاریخ انتشار 2009