Synthesis and structural characterization of integrally oxidized, metal-free phthalocyanine compounds: [H2(pc)] [IBr2] and [H2(pc)]2[IBr2 ]Br·C10H7Br

Anna S. Gardberg, Syaulan Yang, Brian M. Hoffman, James A. Ibers*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

31 Scopus citations

Abstract

The first integrally oxidized metal-free phthalocyanine compounds have been synthesized by chemical oxidation. Phthalocyanine (H2(pc) pc = phthalocyaninato) was oxidized with IBr to afford the compounds [H2(pc)][IBr2] (1) and [H2(pc)]2[IBr2] BrAC10H7Br (2), whose structures were determined by means of single-crystal X-ray diffraction methods: [H2(pc)][IBr2], P21/c, a = 8.0272(9) Å, b = 21.258(2), Å, c = 18.1439(2), Å, β = 113.975(2)°, V = 2828.8(5) Å3, T = 153 K, Z = 4; [H2(pc)]2[IBr2] Br·C10H7 Br, P1̄, a = 8.4724(6) Å, b = 13.5794(10), Å, c = 13.8403(10) Å, α = 90.854(1)°, β = 103.417(1)°, γ = 97.049(1)E°, V = 1535.61(19) Å3, T = 153 K, Z = 1. The extended structure of [H2(pc)][IBr2] comprises slipped columns of pc rings stacked along the a axis in adjacent columns at ∼70° to one another. IBr2- ions occupy the interstitial columns. The extended structure of [H2(pc)]2[IBr2] Br·C10H7Br comprises slant stacks of pc rings along the crystallographic a axis with IBr2- ions, Br- ions, and disordered 1-bromonaphthalene molecules in the adjacent, parallel columns. The overall reaction for the formation of 1 is 2H2(pc) + 4IBr → 2[H2(pc)][IBr2] + I2, and the overall reaction for the formation of 2 (not including solvent) is 2H2(pc) + 3IBr → [H2(pc)]2Br[IBr2] + I2.

Original languageEnglish (US)
Pages (from-to)1778-1781
Number of pages4
JournalInorganic chemistry
Volume41
Issue number7
DOIs
StatePublished - Apr 8 2002

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

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