Developing the {M(CO)3}+ core for fluorescence applications: Rhenium tricarbonyl core complexes with benzimidazole, quinoline, and tryptophan derivatives

Lihui Wei, John W. Babich, Wayne Ouellette, Jon Zubieta

Research output: Contribution to journalArticlepeer-review

75 Scopus citations

Abstract

Tridentate ligands derived from benzimidazole, quinoline, and tryptophan have been synthesized, and their reactions with [NEt4]2[Re(CO)3Br3] have been investigated. The complexes 1-4 and 6 and 7 exhibit fac-{Re(CO)3N3} coordination geometry in the cationic molecular units, while 5 exhibits fac-{Re(CO)3N2O} coordination for the neutral molecular unit, where N3 and N2O refer to the ligand donor groups. The ligands bis(1-methyl-1H-benzoimidazol-2-ylmethyl)amine (L1), [bis(1-methyl-1H-benzoimidazol-2-ylmethyl)amino]acetic acid ethyl ester (L2), [bis(1-methyl-1H-benzoimidazol-2-ylmethy)amino]acetic acid methyl ester (L3), [bis(quinolin-2-ylmethyl)amino]acetic acid methyl ester (L4), 3-(1-methyl-1H-indol-3-yl)-2-[(pyridin-2-ylmethyl)amino]propionic acid (L5), 2-[bis(pyridin-2-ylmethyl)amino]-3-(1-methyl-1H-indol-3-yl)propionic acid (L6), and 2-[bis(quinolin-2-ylmethyl)amino]-3-(1-methyl-1H-indol-3-yl)propionic acid (L7) were obtained in good yields and characterized by elemental analysis, 1D and 2D NMR, and high-resolution mass spectrometry (HRMS). The rhenium complexes were obtained in 70-85% yields and characterized by elemental analysis, 1D and 2D NMR, HRMS, IR, UV, and luminescence spectroscopy, as well as X-ray crystallography for [Re(CO)3(L1)]Br (1), {[Re(CO)3(L2)]Br}2·NEt 4Br·8.5H2O (32·NEt4Br·8.5H2O), [Re(CO)3(L4)]Br (4), and [Re(CO)3(L6)]Br (6). Crystal data for C21H19BrN5O3Re (1): monoclinic, P21/c, a = 13.1851(5) Å, b = 16.1292(7) Å, c = 10.2689(4) Å, β = 99.353(1)°, V = 2154.8(2) Å3, Z = 4. Crystal data for C56H73Br3N11O18.50Re 2 (32·NEt4Br·8.5H2O): monoclinic, C2/c, a = 34.7760(19) Å, b = 21.1711(12) Å, c = 20.3376(11) Å, β = 115.944(1)°, V = 13464.5(1) Å3, Z = 8. Crystal data for C26H21BrN3O5Re (4): monoclinic, P21/c, a = 16.6504(6) Å, b = 10.1564(4) Å, c = 14.6954(5) Å, β = 96.739(1)°, V = 2467.9(2) Å3, Z = 4. Crystal data for C27H24BrN4O5Re (6): monoclinic, R21, a = 8.7791(9) Å, b = 16.312(2) Å, c = 8.9231(9) Å, β = 90.030(1)°, V = 1277.8(2) Å3, Z = 2.

Original languageEnglish (US)
Pages (from-to)3057-3066
Number of pages10
JournalInorganic Chemistry
Volume45
Issue number7
DOIs
StatePublished - Apr 3 2006

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

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