A ferrocene tagged novel organic moiety: Synthesis, crystal structure and electrochemical aspects

Jnan Prakash Naskar; Chiranjan Biswas; Sumana Chanda; A. M.Z. Slawin; Rahul Bhattacharya

A ferrocene tagged novel organic moiety: Synthesis, crystal structure and electrochemical aspects

Jnan Prakash Naskar, Chiranjan Biswas, Sumana Chanda, A. M.Z. Slawin, Rahul Bhattacharya

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

Abstract

Reaction of 2-(2-aminoethyl)pyridine (L) with ferrocenecarboxaldehyde (FCAL) in toluene gives rise to LH, the 1:1 Schiff base condensate of L and FCAL. Reduction of LH with NaBH₄ in methanol and subsequent protonation with stoichiometric proportion of hydrochloric acid enables to isolate the ferrocene bearing organometallic moiety, [LH₂]Cl.H ₂O. Replacement of the counter anion, chloride, by hexafluorophosphate in acetone afforded the target ferrocene appended organometallic precursor, [LH₂]PF₆.H₂O with satisfactory yield. [LH₂]PF₆.H₂O is characterized by C, H and N microanalyses, FT-IR, ¹H NMR and ESI-MS and cyclic voltammetry. The X-ray crystal structure of it has also been determined. The structure reveals that it is centrosymmetric (space group P2₁/c).

Original language	English
Pages (from-to)	1159-1165
Number of pages	7
Journal	Journal of the Indian Chemical Society
Volume	87
Issue number	10
Publication status	Published - 1 Oct 2010

Keywords

2-(2-Aminoethyl)pyridine
Centrosymmetric molecule
Ferrocenecarboxaldehyde
Organometallic moiety
Schiff base

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title = "A ferrocene tagged novel organic moiety: Synthesis, crystal structure and electrochemical aspects",

abstract = "Reaction of 2-(2-aminoethyl)pyridine (L) with ferrocenecarboxaldehyde (FCAL) in toluene gives rise to LH, the 1:1 Schiff base condensate of L and FCAL. Reduction of LH with NaBH4 in methanol and subsequent protonation with stoichiometric proportion of hydrochloric acid enables to isolate the ferrocene bearing organometallic moiety, [LH2]Cl.H 2O. Replacement of the counter anion, chloride, by hexafluorophosphate in acetone afforded the target ferrocene appended organometallic precursor, [LH2]PF6.H2O with satisfactory yield. [LH2]PF6.H2O is characterized by C, H and N microanalyses, FT-IR, 1H NMR and ESI-MS and cyclic voltammetry. The X-ray crystal structure of it has also been determined. The structure reveals that it is centrosymmetric (space group P21/c).",

keywords = "2-(2-Aminoethyl)pyridine, Centrosymmetric molecule, Ferrocenecarboxaldehyde, Organometallic moiety, Schiff base",

author = "Naskar, {Jnan Prakash} and Chiranjan Biswas and Sumana Chanda and Slawin, {A. M.Z.} and Rahul Bhattacharya",

year = "2010",

month = oct,

day = "1",

language = "English",

volume = "87",

pages = "1159--1165",

journal = "Journal of the Indian Chemical Society",

issn = "0019-4522",

publisher = "Indian Chemical Society",

number = "10",

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TY - JOUR

T1 - A ferrocene tagged novel organic moiety

T2 - Synthesis, crystal structure and electrochemical aspects

AU - Naskar, Jnan Prakash

AU - Biswas, Chiranjan

AU - Chanda, Sumana

AU - Slawin, A. M.Z.

AU - Bhattacharya, Rahul

PY - 2010/10/1

Y1 - 2010/10/1

N2 - Reaction of 2-(2-aminoethyl)pyridine (L) with ferrocenecarboxaldehyde (FCAL) in toluene gives rise to LH, the 1:1 Schiff base condensate of L and FCAL. Reduction of LH with NaBH4 in methanol and subsequent protonation with stoichiometric proportion of hydrochloric acid enables to isolate the ferrocene bearing organometallic moiety, [LH2]Cl.H 2O. Replacement of the counter anion, chloride, by hexafluorophosphate in acetone afforded the target ferrocene appended organometallic precursor, [LH2]PF6.H2O with satisfactory yield. [LH2]PF6.H2O is characterized by C, H and N microanalyses, FT-IR, 1H NMR and ESI-MS and cyclic voltammetry. The X-ray crystal structure of it has also been determined. The structure reveals that it is centrosymmetric (space group P21/c).

AB - Reaction of 2-(2-aminoethyl)pyridine (L) with ferrocenecarboxaldehyde (FCAL) in toluene gives rise to LH, the 1:1 Schiff base condensate of L and FCAL. Reduction of LH with NaBH4 in methanol and subsequent protonation with stoichiometric proportion of hydrochloric acid enables to isolate the ferrocene bearing organometallic moiety, [LH2]Cl.H 2O. Replacement of the counter anion, chloride, by hexafluorophosphate in acetone afforded the target ferrocene appended organometallic precursor, [LH2]PF6.H2O with satisfactory yield. [LH2]PF6.H2O is characterized by C, H and N microanalyses, FT-IR, 1H NMR and ESI-MS and cyclic voltammetry. The X-ray crystal structure of it has also been determined. The structure reveals that it is centrosymmetric (space group P21/c).

KW - 2-(2-Aminoethyl)pyridine

KW - Centrosymmetric molecule

KW - Ferrocenecarboxaldehyde

KW - Organometallic moiety

KW - Schiff base

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M3 - Article

AN - SCOPUS:78649459419

SN - 0019-4522

VL - 87

SP - 1159

EP - 1165

JO - Journal of the Indian Chemical Society

JF - Journal of the Indian Chemical Society

IS - 10

ER -

A ferrocene tagged novel organic moiety: Synthesis, crystal structure and electrochemical aspects

Abstract

Keywords

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