Reactivity of TCNE and TCNQ derivatives of quinonoid zwitterions with Cu(I)

Thomas Kauf, Vitor Rosa, Christophe Fliedel, Roberto Pattacini, Naina Deibel, Maria Teresa Avilés, Biprajit Sarkar, Pierre Braunstein

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

The reactions of TCNE- and TCNQ-functionalized (TCNE: tetracyanoethylene and TCNQ: 7,7′,8,8′-tetracyanoquinodimethane) zwitterionic benzoquinonemonoimines with a Cu(i)-BIAN complex (BIAN = bis(o,o′-bisisopropylphenyl)acenaphthenequinonediimine) have been investigated and found to follow a diversity of interesting patterns. The complexes [Cu(BIAN)(NCMe)(L2)]BF4 (2) and [Cu(BIAN)(L2)2]BF4 (4) were obtained by reacting [Cu(BIAN)(NCMe)2]BF4 (1) with one and two equivalents of L2, respectively. Following similar procedures, the complexes [Cu(BIAN)(NCMe)(L3)]BF4 (6) and [Cu(BIAN)(L3)2]BF4 (7) were obtained by reaction of 1 with L3. The reaction of 2 with 0.5 equiv. of 4,4′-bipyridine afforded [{Cu(BIAN)(L2)}2(μ-4,4′-bipyridine)](BF4)2 (3). The complexes were characterized by multinuclear NMR, IR and UV-Vis spectroscopic techniques, mass spectrometry, cyclic voltammetry and elemental analysis. The molecular structures of complexes 3·4CH2Cl2 and 4·CH2Cl2 were determined by single crystal X-ray diffraction. An unexpected coordination polymer [Cu(L2-)2] (5) was also structurally characterized, which contains Cu(ii) centres chelated by two N,O-bound ligands resulting from the monodeprotonation of L2.

Original languageEnglish
Pages (from-to)5441-5450
Number of pages10
JournalDalton Transactions
Volume44
Issue number12
DOIs
Publication statusPublished - 28 Mar 2015

Keywords

  • METAL-COMPLEXES
  • BENZOQUINONEMONOIMINE DERIVATIVES
  • LIGANDS
  • CHEMISTRY
  • COORDINATION
  • MAGNETS
  • CYCLOADDITION
  • SURFACES
  • DIPOLE
  • PHASE

Fingerprint Dive into the research topics of 'Reactivity of TCNE and TCNQ derivatives of quinonoid zwitterions with Cu(I)'. Together they form a unique fingerprint.

Cite this