Simplified synthesis, 1H, 13C, 15N, 119Sn NMR spectra and X-ray structures of diorganotin(IV) complexes containing the 4-phenyl-2,4-butanedionebenzoylhydrazone(2-) ligand

Dilip Kumar Dey, Antonin Lycka, Samiran Mitra, Georgina M. Rosair

Research output: Contribution to journalArticle

Abstract

Two diorganotin(IV) complexes of the general formula R2Sn[Ph(O)C=CH-C(Me)=N-N=C(O)Ph] (R=Ph, 1; R=Me, 2) have been synthesised from the corresponding diorganotin(IV) dichloride and the ligand 4-phenyl-2,4-butanedionebenzoylhydrazone(2-) (H2L), derived from benzoyl acetone and benzoyl hydrazide in methanol at room temperature in presence of triethylamine. The syntheses were performed under very mild conditions, at room temperature and without exclusion of air or moisture from the reaction vessel. Previously, rigorous conditions have been considered necessary for these species. The two compounds have been characterised by elemental analysis, IR and 1H, 13C, 15N, 119Sn NMR spectra, and their structures have been confirmed single crystal X-ray structure analysis. The central tin atom of both complexes adopts a distorted trigonal bipyramidal coordination with two ligand oxygen atoms in axial positions, the nitrogen atom of the ligand and two organic groups on tin occupying equatorial sites. 2 has crystallised with two crystallographically independent molecules in the asymmetric unit. The d(119Sn) values for the complexes 1 and 2 are -151.5 and -146.8 ppm, respectively, thus indicating penta-coordinated tin centres. © 2003 Elsevier B.V. All rights reserved.

Original languageEnglish
Pages (from-to)88-95
Number of pages8
JournalJournal of Organometallic Chemistry
Volume689
Issue number1
DOIs
Publication statusPublished - 5 Jan 2004

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Tin
Nuclear magnetic resonance
Ligands
X rays
Atoms
Acetone
Methanol
Nitrogen
Moisture
Single crystals
Oxygen
Temperature
Molecules
Air
Chemical analysis

Keywords

  • 13C/119Sn NMR
  • Crystal structures of diorganotin(IV) complexes
  • gs-HMQC and gs-HMBC
  • H
  • H-COSY
  • Hydrazone ligand

Cite this

@article{c92a737b92a84ee1a078e0778676d232,
title = "Simplified synthesis, 1H, 13C, 15N, 119Sn NMR spectra and X-ray structures of diorganotin(IV) complexes containing the 4-phenyl-2,4-butanedionebenzoylhydrazone(2-) ligand",
abstract = "Two diorganotin(IV) complexes of the general formula R2Sn[Ph(O)C=CH-C(Me)=N-N=C(O)Ph] (R=Ph, 1; R=Me, 2) have been synthesised from the corresponding diorganotin(IV) dichloride and the ligand 4-phenyl-2,4-butanedionebenzoylhydrazone(2-) (H2L), derived from benzoyl acetone and benzoyl hydrazide in methanol at room temperature in presence of triethylamine. The syntheses were performed under very mild conditions, at room temperature and without exclusion of air or moisture from the reaction vessel. Previously, rigorous conditions have been considered necessary for these species. The two compounds have been characterised by elemental analysis, IR and 1H, 13C, 15N, 119Sn NMR spectra, and their structures have been confirmed single crystal X-ray structure analysis. The central tin atom of both complexes adopts a distorted trigonal bipyramidal coordination with two ligand oxygen atoms in axial positions, the nitrogen atom of the ligand and two organic groups on tin occupying equatorial sites. 2 has crystallised with two crystallographically independent molecules in the asymmetric unit. The d(119Sn) values for the complexes 1 and 2 are -151.5 and -146.8 ppm, respectively, thus indicating penta-coordinated tin centres. {\circledC} 2003 Elsevier B.V. All rights reserved.",
keywords = "13C/119Sn NMR, Crystal structures of diorganotin(IV) complexes, gs-HMQC and gs-HMBC, H, H-COSY, Hydrazone ligand",
author = "{Kumar Dey}, Dilip and Antonin Lycka and Samiran Mitra and Rosair, {Georgina M.}",
year = "2004",
month = "1",
day = "5",
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language = "English",
volume = "689",
pages = "88--95",
journal = "Journal of Organometallic Chemistry",
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}

Simplified synthesis, 1H, 13C, 15N, 119Sn NMR spectra and X-ray structures of diorganotin(IV) complexes containing the 4-phenyl-2,4-butanedionebenzoylhydrazone(2-) ligand. / Kumar Dey, Dilip; Lycka, Antonin; Mitra, Samiran; Rosair, Georgina M.

In: Journal of Organometallic Chemistry, Vol. 689, No. 1, 05.01.2004, p. 88-95.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Simplified synthesis, 1H, 13C, 15N, 119Sn NMR spectra and X-ray structures of diorganotin(IV) complexes containing the 4-phenyl-2,4-butanedionebenzoylhydrazone(2-) ligand

AU - Kumar Dey, Dilip

AU - Lycka, Antonin

AU - Mitra, Samiran

AU - Rosair, Georgina M.

PY - 2004/1/5

Y1 - 2004/1/5

N2 - Two diorganotin(IV) complexes of the general formula R2Sn[Ph(O)C=CH-C(Me)=N-N=C(O)Ph] (R=Ph, 1; R=Me, 2) have been synthesised from the corresponding diorganotin(IV) dichloride and the ligand 4-phenyl-2,4-butanedionebenzoylhydrazone(2-) (H2L), derived from benzoyl acetone and benzoyl hydrazide in methanol at room temperature in presence of triethylamine. The syntheses were performed under very mild conditions, at room temperature and without exclusion of air or moisture from the reaction vessel. Previously, rigorous conditions have been considered necessary for these species. The two compounds have been characterised by elemental analysis, IR and 1H, 13C, 15N, 119Sn NMR spectra, and their structures have been confirmed single crystal X-ray structure analysis. The central tin atom of both complexes adopts a distorted trigonal bipyramidal coordination with two ligand oxygen atoms in axial positions, the nitrogen atom of the ligand and two organic groups on tin occupying equatorial sites. 2 has crystallised with two crystallographically independent molecules in the asymmetric unit. The d(119Sn) values for the complexes 1 and 2 are -151.5 and -146.8 ppm, respectively, thus indicating penta-coordinated tin centres. © 2003 Elsevier B.V. All rights reserved.

AB - Two diorganotin(IV) complexes of the general formula R2Sn[Ph(O)C=CH-C(Me)=N-N=C(O)Ph] (R=Ph, 1; R=Me, 2) have been synthesised from the corresponding diorganotin(IV) dichloride and the ligand 4-phenyl-2,4-butanedionebenzoylhydrazone(2-) (H2L), derived from benzoyl acetone and benzoyl hydrazide in methanol at room temperature in presence of triethylamine. The syntheses were performed under very mild conditions, at room temperature and without exclusion of air or moisture from the reaction vessel. Previously, rigorous conditions have been considered necessary for these species. The two compounds have been characterised by elemental analysis, IR and 1H, 13C, 15N, 119Sn NMR spectra, and their structures have been confirmed single crystal X-ray structure analysis. The central tin atom of both complexes adopts a distorted trigonal bipyramidal coordination with two ligand oxygen atoms in axial positions, the nitrogen atom of the ligand and two organic groups on tin occupying equatorial sites. 2 has crystallised with two crystallographically independent molecules in the asymmetric unit. The d(119Sn) values for the complexes 1 and 2 are -151.5 and -146.8 ppm, respectively, thus indicating penta-coordinated tin centres. © 2003 Elsevier B.V. All rights reserved.

KW - 13C/119Sn NMR

KW - Crystal structures of diorganotin(IV) complexes

KW - gs-HMQC and gs-HMBC

KW - H

KW - H-COSY

KW - Hydrazone ligand

U2 - 10.1016/j.jorganchem.2003.09.035

DO - 10.1016/j.jorganchem.2003.09.035

M3 - Article

VL - 689

SP - 88

EP - 95

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

IS - 1

ER -