A novel reaction of 7,7,8,8-tetracyanoquinodimethane (TCNQ): charge-transfer chromophores by [2 + 2] cycloaddition with alkynes.

نویسندگان

  • Milan Kivala
  • Corinne Boudon
  • Jean-Paul Gisselbrecht
  • Paul Seiler
  • Maurice Gross
  • François Diederich
چکیده

A series of donor-acceptor molecules, featuring intense low-energy intramolecular charge-transfer bands, was prepared by regioselective [2 + 2] cycloaddition between 7,7,8,8-tetracyanoquinodimethane (TCNQ) and N,N-dialkylanilino-substituted (DAA-substituted) alkynes, followed by ring opening of the initially formed cyclobutenes.

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

New strong organic acceptors by cycloaddition of TCNE and TCNQ to donor-substituted cyanoalkynes.

Donor-substituted 1,1,2,4,4-pentacyanobuta-1,3-dienes and a cyclohexa-2,5-diene-1,4-diylidene-expanded derivative were prepared by a [2 + 2] cycloaddition of tetracyanoethene (TCNE) or 7,7,8,8-tetracyanoquinodimethane (TCNQ) to anilino-substituted cyanoalkynes, followed by retro-electrocyclisation; they feature intense bathochromically-shifted intramolecular charge-transfer bands and undergo th...

متن کامل

Spectrophotometric determination of distigmine bromide, cyclopentolate HCl, diaveridine HCl and tetrahydrozoline HCl via charge transfer complex formation with TCNQ and TCNE reagents

The purpose of this investigation was directed to propose sensitive, accurate and reproducible methods of analysis that can be applied to determine distigmine bromide (DTB), cyclopentolate hydrochloride (CPHC), diaveridine hydrochloride (DVHC) and tetrahydrozoline hydrochloride (THHC) drugs in pure form and pharmaceutical preparations via charge-transfer complex formation with 7,7,8,8-tetracyan...

متن کامل

Spectrophotometric determination of distigmine bromide, cyclopentolate HCl, diaveridine HCl and tetrahydrozoline HCl via charge transfer complex formation with TCNQ and TCNE reagents

The purpose of this investigation was directed to propose sensitive, accurate and reproducible methods of analysis that can be applied to determine distigmine bromide (DTB), cyclopentolate hydrochloride (CPHC), diaveridine hydrochloride (DVHC) and tetrahydrozoline hydrochloride (THHC) drugs in pure form and pharmaceutical preparations via charge-transfer complex formation with 7,7,8,8-tetracyan...

متن کامل

7,7,8,8-Tetracyanoquinodimethane-assisted one-step electrochemical exfoliation of graphite and its performance as an electrode material.

A green approach for the preparation of water-dispersible functionalized graphene via one-step electrochemical exfoliation of graphite using 7,7,8,8-tetracyanoquinodimethane (TCNQ) anions as surface modifiers and electrolytes was described. TCNQ is an organic charge-transfer complex with electron accepting and noteworthy electrical properties. The exfoliation of graphite to a few-layer graphene...

متن کامل

Structural, magnetic, and optoelectronic properties of (diimine)(dithiolato)platinum(II) and -palladium(II) complexes and their charge-transfer adducts with nitrile acceptors.

Two new diimine dithiolato complexes, (dbbpy)Pt(dmid), 1, and (dbbpy)Pd(dmid), 2, were prepared and characterized (dbbpy = 4,4'-di-tert-butyl-2,2'-bipyridine; dmid = 2-oxo-1,3-dithiole-4,5-dithiolate). Both complexes interact with the nitrile acceptor TCNQ, and 1 also interacts with TCNQF(4) and TCNE (TCNQ = 7,7,8,8-tetracyanoquinodimethane; TCNQF(4) = 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquin...

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:
  • Chemical communications

دوره 45  شماره 

صفحات  -

تاریخ انتشار 2007