2,2-Dialkyl-2H-benzimidazoles, the high energy tautomers of the corresponding 1,2-dialkyl-1H-benzimidazoles. Syntheses and their complexes with Cu(I) and Ag(I)

Goutam K. Patra; Israel Goldberg; Michael G.B. Drew; Senjuti De; Jnan P. Naskar; Dipankar Datta

2,2-Dialkyl-2H-benzimidazoles, the high energy tautomers of the corresponding 1,2-dialkyl-1H-benzimidazoles. Syntheses and their complexes with Cu(I) and Ag(I)

Goutam K. Patra, Israel Goldberg, Michael G.B. Drew, Senjuti De, Jnan P. Naskar, Dipankar Datta^*

^*Corresponding author for this work

School of Chemistry

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6 Scopus citations

Abstract

Reaction of Cu(1,2-phenylenediamine)₂(ClO₄) ₂ with neat RR'=O (R = methyl and/or ethyl) gives Cu(2,2-dialkyl-2H-benzimidazole)ClO₄, demetallation of which by the action of aqueous ammonia yields pure 2,2-dialkyl-2H-benzimidazoles. These are characterised by NMR. In the X-ray crystal structure, Ag(2,2-methyl-2H-benzimi- dazole)NO₃ is found to be a spiral ID coordination polymer where the 2H-benzimidazole acts as an N,N bridge between two Ag(I) centers. Although 2H-benzimidazoles are very unstable in the free stale, they are quite stable in their Cu(I) and Ag(I) complexes. The 1,2-tautomerisation in imidazole and benzimidazole have been studied by means of transition state calculations at B3LYP/6-3H+G(2d,p)* level.

Original language	English
Pages (from-to)	1758-1762
Number of pages	5
Journal	Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry
Volume	46
Issue number	11
State	Published - Nov 2007

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title = "2,2-Dialkyl-2H-benzimidazoles, the high energy tautomers of the corresponding 1,2-dialkyl-1H-benzimidazoles. Syntheses and their complexes with Cu(I) and Ag(I)",

abstract = "Reaction of Cu(1,2-phenylenediamine)2(ClO4) 2 with neat RR'=O (R = methyl and/or ethyl) gives Cu(2,2-dialkyl-2H-benzimidazole)ClO4, demetallation of which by the action of aqueous ammonia yields pure 2,2-dialkyl-2H-benzimidazoles. These are characterised by NMR. In the X-ray crystal structure, Ag(2,2-methyl-2H-benzimi- dazole)NO3 is found to be a spiral ID coordination polymer where the 2H-benzimidazole acts as an N,N bridge between two Ag(I) centers. Although 2H-benzimidazoles are very unstable in the free stale, they are quite stable in their Cu(I) and Ag(I) complexes. The 1,2-tautomerisation in imidazole and benzimidazole have been studied by means of transition state calculations at B3LYP/6-3H+G(2d,p)* level.",

author = "Patra, {Goutam K.} and Israel Goldberg and Drew, {Michael G.B.} and Senjuti De and Naskar, {Jnan P.} and Dipankar Datta",

year = "2007",

month = nov,

language = "אנגלית",

volume = "46",

pages = "1758--1762",

journal = "Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry",

issn = "0376-4710",

publisher = "Scientific Publishers of India",

number = "11",

}

2,2-Dialkyl-2H-benzimidazoles, the high energy tautomers of the corresponding 1,2-dialkyl-1H-benzimidazoles. Syntheses and their complexes with Cu(I) and Ag(I). / Patra, Goutam K.; Goldberg, Israel; Drew, Michael G.B. et al.
In: Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, Vol. 46, No. 11, 11.2007, p. 1758-1762.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - 2,2-Dialkyl-2H-benzimidazoles, the high energy tautomers of the corresponding 1,2-dialkyl-1H-benzimidazoles. Syntheses and their complexes with Cu(I) and Ag(I)

AU - Patra, Goutam K.

AU - Goldberg, Israel

AU - Drew, Michael G.B.

AU - De, Senjuti

AU - Naskar, Jnan P.

AU - Datta, Dipankar

PY - 2007/11

Y1 - 2007/11

N2 - Reaction of Cu(1,2-phenylenediamine)2(ClO4) 2 with neat RR'=O (R = methyl and/or ethyl) gives Cu(2,2-dialkyl-2H-benzimidazole)ClO4, demetallation of which by the action of aqueous ammonia yields pure 2,2-dialkyl-2H-benzimidazoles. These are characterised by NMR. In the X-ray crystal structure, Ag(2,2-methyl-2H-benzimi- dazole)NO3 is found to be a spiral ID coordination polymer where the 2H-benzimidazole acts as an N,N bridge between two Ag(I) centers. Although 2H-benzimidazoles are very unstable in the free stale, they are quite stable in their Cu(I) and Ag(I) complexes. The 1,2-tautomerisation in imidazole and benzimidazole have been studied by means of transition state calculations at B3LYP/6-3H+G(2d,p)* level.

AB - Reaction of Cu(1,2-phenylenediamine)2(ClO4) 2 with neat RR'=O (R = methyl and/or ethyl) gives Cu(2,2-dialkyl-2H-benzimidazole)ClO4, demetallation of which by the action of aqueous ammonia yields pure 2,2-dialkyl-2H-benzimidazoles. These are characterised by NMR. In the X-ray crystal structure, Ag(2,2-methyl-2H-benzimi- dazole)NO3 is found to be a spiral ID coordination polymer where the 2H-benzimidazole acts as an N,N bridge between two Ag(I) centers. Although 2H-benzimidazoles are very unstable in the free stale, they are quite stable in their Cu(I) and Ag(I) complexes. The 1,2-tautomerisation in imidazole and benzimidazole have been studied by means of transition state calculations at B3LYP/6-3H+G(2d,p)* level.

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SN - 0376-4710

VL - 46

SP - 1758

EP - 1762

JO - Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry

JF - Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry

IS - 11

ER -

2,2-Dialkyl-2H-benzimidazoles, the high energy tautomers of the corresponding 1,2-dialkyl-1H-benzimidazoles. Syntheses and their complexes with Cu(I) and Ag(I)

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