Perfect symmetrical cyclic aromatic trimer motif in tripodal molecule

Neutral ditopic flexible N-donor ligands (Ln = bis(4-(naphtho[2,3-d]imidazol-1-ylmethyl)phenyl)methane, L1 bis(4-(benzimidazol-1-ylmethyl)phenyl)methane, L2 or bis(4-(2-nonylbenzimidazol-1-ylmethyl)phenyl)methane, L3) possessing a bis(4-methylphenyl)methane spacer with two imidazolyl donor units were designed and synthesized. The ligands were utilized to develop metallacavitands analogous to irregular pentagonal-shaped metallacavitands with larger cavities. The metallacavitands 1-4 were assembled from Re2(CO)10, a rigid bis-chelating donor (1,4-dihydroxy-9,10-anthraquinone or chloranilic acid) and Lnvia a solvothermal approach. The ligands and the metallacavitands were characterized by analytical and spectroscopic methods. The molecular structures of 1 and 4 were further confirmed by single crystal X-ray diffraction analysis which revealed that a toluene molecule resides in the hydrophobic cavity. Ln and 1-4 are emissive in DMSO at room temperature. The internal cavity of the metallacavitand acts as a host for aromatic guest molecules. The host-guest interaction properties of 1 with anthracene, naphthalene, nitrobenzene, 2-nitrotoluene, 4-nitrotoluene and 2,4-dinitrotoluene were studied by an emission spectroscopic method.

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Experimental and theoretical investigation of intramolecular cooperativity in cyclic benzene trimer motif

Kumar

Sathiyashivan

Masram

et al. 2019

RSC Adv.

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Perfect symmetrical cyclic aromatic trimer motif in tripodal molecule

Abstract: A family of substituted benzimidazolyl-based tripodal molecules with alkyl substituted spacers was synthesized, showing perfect symmetric cyclic aromatic trimer motifs which remained intact in the solid as well as solution state.

Cited by 4 publications

References 44 publications

fac-Re(CO)3-based organometallic supramolecular coordination complexes using thiophene motif decorated flexible ditopic benzimidazolyl donor

fac-Re(CO)3-based organometallic supramolecular coordination complexes using thiophene motif decorated flexible ditopic benzimidazolyl donor

Rhenium(i) based irregular pentagonal-shaped metallacavitands

Experimental and theoretical investigation of intramolecular cooperativity in cyclic benzene trimer motif

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