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NCN Nickel(II) Pincer Complexes of 5‐ tert ‐Butyl‐1,3‐bis( N ‐substituted benzimidazol‐2′‐yl)benzenes: Solid and Solution State Behaviour
Author(s) -
Rani Varsha,
Singh Harkesh B.,
Butcher Ray J.
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201802644
Subject(s) - pincer movement , nickel , chemistry , bromide , medicinal chemistry , yield (engineering) , solid state , benzyl bromide , polymer chemistry , inorganic chemistry , organic chemistry , materials science , catalysis , metallurgy
A series of square planar NCN nickel(II) pincer complexes; [ Methyl (N C N)NiBr] ( 14 ), [ Benzyl (N C N)NiBr] ( 15 ), [ Benz ° yl (N C N)NiBr] ( 16 ), and [ Pentyl (N C N)NiBr] ( 17 ) [(N C N)=5‐ tert ‐butyl‐1,3‐bis( N ‐substituted benzimidazol‐2′‐yl)phenyl] have been synthesized by the treatment of nickel(0) precursor, Ni(COD) 2 [COD=1,5‐cyclooctadiene] with 5‐ tert ‐butyl‐1,3‐bis‐( N ‐substituted‐benzimidazol‐2′‐yl)‐2‐bromobenzenes via oxidative addition in 44–74% yield. The formation of complexes 14–17 was confirmed by elemental analysis, mass spectrometry. Complexes 14 and 15 are poorly soluble in common organic solvents, however, complexes 16 and 17 are fairly soluble in CDCl 3 . The structure of complex 17 was further corroborated by X‐ray crystallographic studies. Interestingly, the bromide anion bonded to nickel is found to be very labile and it is easily substituted with methoxy group. The formation of the methoxy complex 18 is more facile as compared with related PC sp3 P nickel pincer complex [(C 6 H 4 PPr i 2 ) 2 CH−NiBr] reported in literature.