An unexpected transamination of bis[bis(trimethylsilyl)amido]zinc with dibenzylamine to form bis( dibenzylamido)zinc: structural studies by NMR spectroscopy, X-ray crystallography and theoretical calculations

D.R. Armstrong, G.C. Forbes, R.E. Mulvey, W. Clegg, D.M. Tooke

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Abstract

The transamination of bis[bis( trimethylsilyl)amido]zinc with two molar equivalents of dibenzylamine in benzene solution yields the dimeric, homoleptic, zinc bis( amide) [{(PhCH2)(2)N}(2)Zn](2).C6H6 1. Characterisation of compound 1 has been performed by single-crystal X-ray diffraction, H-1/C-13 NMR spectroscopy, IR spectroscopy, melting point and elemental analysis. Variable concentration H-1 NMR spectroscopic studies have shown a dynamic monomer-dimer equilibrium in arene solution. Compound 1 is compared to the previously reported, isostructural magnesium analogue and other known zinc bis(amide) compounds. Theoretical calculations have been carried out at both SCF and DFT levels to probe the energetics involved in the transamination process.
LanguageEnglish
Pages1656-1661
Number of pages5
JournalDalton Transactions
Volume2002
Issue number8
DOIs
Publication statusPublished - 26 Mar 2002

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X ray crystallography
Nuclear magnetic resonance spectroscopy
Zinc
Amides
Benzene
Discrete Fourier transforms
Dimers
Magnesium
Melting point
Infrared spectroscopy
Monomers
Nuclear magnetic resonance
Single crystals
X ray diffraction
Chemical analysis
dibenzylamine

Keywords

  • transition-metal catalysis
  • highly selective synthesis
  • solid-state structures
  • carbon bond formation
  • crystal-structure
  • trimeric dibenzylamidolithium
  • reformatsky reaction
  • amide chemistry
  • primary amines
  • diethyl-ether

Cite this

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title = "An unexpected transamination of bis[bis(trimethylsilyl)amido]zinc with dibenzylamine to form bis( dibenzylamido)zinc: structural studies by NMR spectroscopy, X-ray crystallography and theoretical calculations",
abstract = "The transamination of bis[bis( trimethylsilyl)amido]zinc with two molar equivalents of dibenzylamine in benzene solution yields the dimeric, homoleptic, zinc bis( amide) [{(PhCH2)(2)N}(2)Zn](2).C6H6 1. Characterisation of compound 1 has been performed by single-crystal X-ray diffraction, H-1/C-13 NMR spectroscopy, IR spectroscopy, melting point and elemental analysis. Variable concentration H-1 NMR spectroscopic studies have shown a dynamic monomer-dimer equilibrium in arene solution. Compound 1 is compared to the previously reported, isostructural magnesium analogue and other known zinc bis(amide) compounds. Theoretical calculations have been carried out at both SCF and DFT levels to probe the energetics involved in the transamination process.",
keywords = "transition-metal catalysis, highly selective synthesis, solid-state structures, carbon bond formation, crystal-structure, trimeric dibenzylamidolithium, reformatsky reaction, amide chemistry, primary amines, diethyl-ether",
author = "D.R. Armstrong and G.C. Forbes and R.E. Mulvey and W. Clegg and D.M. Tooke",
year = "2002",
month = "3",
day = "26",
doi = "10.1039/b110696a",
language = "English",
volume = "2002",
pages = "1656--1661",
journal = "Dalton Transactions",
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TY - JOUR

T1 - An unexpected transamination of bis[bis(trimethylsilyl)amido]zinc with dibenzylamine to form bis( dibenzylamido)zinc: structural studies by NMR spectroscopy, X-ray crystallography and theoretical calculations

AU - Armstrong, D.R.

AU - Forbes, G.C.

AU - Mulvey, R.E.

AU - Clegg, W.

AU - Tooke, D.M.

PY - 2002/3/26

Y1 - 2002/3/26

N2 - The transamination of bis[bis( trimethylsilyl)amido]zinc with two molar equivalents of dibenzylamine in benzene solution yields the dimeric, homoleptic, zinc bis( amide) [{(PhCH2)(2)N}(2)Zn](2).C6H6 1. Characterisation of compound 1 has been performed by single-crystal X-ray diffraction, H-1/C-13 NMR spectroscopy, IR spectroscopy, melting point and elemental analysis. Variable concentration H-1 NMR spectroscopic studies have shown a dynamic monomer-dimer equilibrium in arene solution. Compound 1 is compared to the previously reported, isostructural magnesium analogue and other known zinc bis(amide) compounds. Theoretical calculations have been carried out at both SCF and DFT levels to probe the energetics involved in the transamination process.

AB - The transamination of bis[bis( trimethylsilyl)amido]zinc with two molar equivalents of dibenzylamine in benzene solution yields the dimeric, homoleptic, zinc bis( amide) [{(PhCH2)(2)N}(2)Zn](2).C6H6 1. Characterisation of compound 1 has been performed by single-crystal X-ray diffraction, H-1/C-13 NMR spectroscopy, IR spectroscopy, melting point and elemental analysis. Variable concentration H-1 NMR spectroscopic studies have shown a dynamic monomer-dimer equilibrium in arene solution. Compound 1 is compared to the previously reported, isostructural magnesium analogue and other known zinc bis(amide) compounds. Theoretical calculations have been carried out at both SCF and DFT levels to probe the energetics involved in the transamination process.

KW - transition-metal catalysis

KW - highly selective synthesis

KW - solid-state structures

KW - carbon bond formation

KW - crystal-structure

KW - trimeric dibenzylamidolithium

KW - reformatsky reaction

KW - amide chemistry

KW - primary amines

KW - diethyl-ether

UR - http://dx.doi.org/10.1039/b110696a

U2 - 10.1039/b110696a

DO - 10.1039/b110696a

M3 - Article

VL - 2002

SP - 1656

EP - 1661

JO - Dalton Transactions

T2 - Dalton Transactions

JF - Dalton Transactions

SN - 1477-9226

IS - 8

ER -