Mercury(II)- and silver(I)-N-heterocyclic carbene complexes of CNC pincer-type ligands: Synthesis, crystal structures and Hofmann-type elimination studies

被引：30

作者：

Budagumpi, Srinivasa ^{[1
]}

Haque, Rosenani A. ^{[1
]}

Salman, Abbas Washeel ^{[1
]}

Ghdhayeb, Mohammed Z. ^{[1
]}

机构：

[1] Univ Sains Malaysia, Sch Chem Sci, George Town 11800, Malaysia

来源：

INORGANICA CHIMICA ACTA | 2012年 / 392卷

关键词：

Benzimidazolium salts; 2,6-Dibromomethylpyridine; Hofmann-type elimination; N-Alkylation; X-ray diffraction; HETEROCYCLIC CARBENES; PALLADIUM COMPLEXES; OXIDATIVE ADDITION; SILVER(I); CATALYSTS; BIDENTATE; IMIDAZOLE; PD;

D O I：

10.1016/j.ica.2012.06.044

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A series of Hg(II)- and Ag(I)-NHC complexes of N-alkyl/N-alkyl-aryl substituted CNC pincer-type ligands composed of bis-(benz)imidazolium core were synthesized and characterized using different spectral and analytical techniques. Bis-nitrile functionalized (benz)imidazolium salts (8) undergoes rapid hydrolysis to form 1H-bis-(benz)imidazolium salts, which readily experience the Hofmann-type elimination in presence of basic metal sources. Due to elimination reaction, cationic N-coordinated metal complexes were formed in good yields. Structure of 4a, 4d, 6b.2H(2)O, 9b and Hg(II)-NHC complex 11a was established by the X-ray diffraction studies. Structural studies reveal the existence of diverse hydrogen bonding patterns that involve the (benz)imidazolium-CH units and the anions. Crystallographic study on 11a reveals linear C-Hg-C arrangement for the complex. (c) 2012 Elsevier B.V. All rights reserved.

引用

页码：61 / 72

页数：12

共 60 条

[1] Silver(I) and mercury(II) complexes of meta- and para-xylyl linked bis(imidazol-2-ylidenes) [J].

Baker, Murray V. ;

Brown, David H. ;

Haque, Rosenani A. ;

Skelton, Brian W. ;

White, Allan H. .

JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2009, 65 (1-2) :97-109

[2] Mercury Complexes of N-Heterocyclic Carbenes Derived from Imidazolium-Linked Cyclophanes: Synthesis, Structure, and Reactivity [J].

Baker, Murray V. ;

Brown, David H. ;

Haque, Rosenani A. ;

Simpson, Peter V. ;

Skelton, Brian W. ;

White, Allan H. ;

Williams, Charlotte C. .

ORGANOMETALLICS, 2009, 28 (13) :3793-3803

[3] Dinuclear N-heterocyclic carbene complexes of silver(I), derived from imidazolium-linked cyclophanes [J].

Baker, MV ;

Brown, DH ;

Haque, RA ;

Skelton, BW ;

White, AH .

DALTON TRANSACTIONS, 2004, (21) :3756-3764

[4] Synthesis and characterization of a saddle-shaped nickel-carbene complex derived from an imidazolium-linked meta-cyclophane [J].

Baker, MV ;

Skelton, BW ;

White, AH ;

Williams, CC .

ORGANOMETALLICS, 2002, 21 (13) :2674-2678

[5] VAN DER WAALS VOLUMES + RADII [J].

BONDI, A .

JOURNAL OF PHYSICAL CHEMISTRY, 1964, 68 (03) :441-+

[6] Stereochemical and structural characteristics of single- and double-site Pd(II)-N-heterocyclic carbene complexes: Promising catalysts in organic syntheses ranging from C-C coupling to olefin polymerizations [J].

Budagumpi, Srinivasa ;

Haque, Rosenani A. ;

Salman, Abbas Washeel .

COORDINATION CHEMISTRY REVIEWS, 2012, 256 (17-18) :1787-1830

[7] Catalytic and coordination facets of single-site non-metallocene organometallic catalysts with N-heterocyclic scaffolds employed in olefin polymerization [J].

Budagumpi, Srinivasa ;

Kim, Kwang-Ho ;

Kim, Il .

COORDINATION CHEMISTRY REVIEWS, 2011, 255 (23-24) :2785-2809

[8] Ligational behavior of a bidentate coumarin derivative towards CoII, NiII, and CuII : synthesis, characterization, electrochemistry, and antimicrobial studies [J].

Budagumpi, Srinivasa ;

Shetti, Ullas N. ;

Kulkarni, Naveen V. ;

Revankar, Vidyanand K. .

JOURNAL OF COORDINATION CHEMISTRY, 2009, 62 (24) :3961-3968

[9] SYNTHESIS AND THERMOLYSIS OF IMIDAZOLE QUATERNARY-SALTS [J].

CHAN, BKM ;

CHANG, NH ;

GRIMMETT, MR .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1977, 30 (09) :2005-2013

[10] Synthesis and structures of polymeric silver and mercury complexes with amido-functionalized N-heterocyclic carbenes [J].

Chen, Shou-Chon ;

Hsueh, Hsin-Hsueh ;

Chen, Chun-Hung ;

Lee, Chen Shiang ;

Liu, Fu-Chen ;

Lin, Ivan J. B. ;

Lee, Gene-Hsian ;

Peng, Shie-Ming .

INORGANICA CHIMICA ACTA, 2009, 362 (09) :3343-3350

← 1 2 3 4 5 6 →