Molecular bricklaying: the protonated benzimidazole moiety as a synthon for crystal engineering

Matthews, Craig J.; Broughton, Vanessa; Bérnardinelli, Gerald; Melich, Xavier; Brand, Guy; Willis, Anthony C.; Williams, Alan F.

doi:10.1039/b207073a

Cited by 42 publications

(31 citation statements)

References 22 publications

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“…The cations form layers parallel to the bc plane and show stacking interactions between benzimidazole moieties of neighboring complexes as observed previously in benzimidazolonium salts [23]. The perchlorate anions and included DMF molecules show no features of interest and lie in sheets in between the layers of cations.…”

mentioning

confidence: 69%

A Minimalist Approach to CH Activation by Copper

Kuebel-Pollak

Rüttimann

Dunn

et al. 2006

Helvetica Chimica Acta

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The complex [Cu2(1)2]2+ (1 = 1,3‐bis(1‐methyl‐1H‐benzimidazol‐2‐yl)benzene) undergoes slow oxidation by dioxygen in DMF solution to give the hydroxylated product [Cu2(2‐H)2]2+ (2 = 2,6‐bis(1‐methyl‐1H‐benzimidazol‐2‐yl)phenol) characterized by an X‐ray crystal‐structure analysis. The oxidation occurs much faster when CuII is mixed with 1 in the presence of H2O2, with 80% hydroxylation observed within a few minutes. The mononuclear complex formed with 1‐methyl‐2‐phenyl‐1H‐benzimidazole (3) shows no hydroxylation under these conditions. It is concluded that the hydroxylation requires the presence of a ligand capable of stabilizing a binuclear species, but no special coordinative activation of the copper is required.

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confidence: 69%

A Minimalist Approach to CH Activation by Copper

Kuebel-Pollak

Rüttimann

Dunn

et al. 2006

Helvetica Chimica Acta

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“…In most of them, various organoammonium cations balance the charge of the tetrachloridometallates, in which the metals are common divalent d-block elements, such as Mn II , Co II , Ni II , Cu II , Zn II , Cd II and Hg II , and others (Beleaga et al, 2011;Espallargas et al, 2006;Korupoju et al, 2005;Matthews et al, 2003;Tremelling et al, 2009). However, only a few structures of aminoalkylorganophosphinic acid salts containing organoammonium cations and tetrahalogenometallate anions have been reported to date.…”

Section: Commentmentioning

confidence: 97%

1,4-Bis{[hydroxy(phenyl)phosphoryl]methyl}piperazine-1,4-diium tetrachloridocadmate(II) dihydrate and the cobaltate(II) analogue

Wang

2013

Acta Crystallogr C

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The reaction of aminophosphinic acid with CdCl2·2.5H2O or CoCl2·6H2O in concentrated hydrochloric acid yielded the isostructural compounds 1,4-bis{[hydroxy(phenyl)phosphoryl]methyl}piperazine-1,4-diium tetrachloridocadmate(II) dihydrate, (C18H26N2O4P2)[CdCl4]·2H2O, (I), and 1,4-bis{[hydroxy(phenyl)phosphoryl]methyl}piperazine-1,4-diium tetrachloridocobaltate(II) dihydrate, (C18H26N2O4P2)[CoCl4]·2H2O, (II). The asymmetric unit of each contains two half dications, both located on crystallographic centres of inversion, a tetrachloridometallate(II) dianion and two solvent water molecules. The residues are linked into two-dimensional layers in the ab plane by O-H···O hydrogen bonds.

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“…As an excellent reaction prosoma, benzimidazole group is often used to construct multifunctional benzimidazole-based ligands with various configurations [26][27][28][29][30]. Herein, we design and synthesize a new benzimidazole-based bridging ligand bis-(1-benzoimidazolymethylene)-(2,5-thiadiazoly)-disulfide (L).…”

Section: Synthesis Of the Complexesmentioning

confidence: 99%