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US3950135A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of sepctral analysis using nmr shift reagents

Assignee: Massachusetts Institute of Technology
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Filing: 1974-07-24
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Granted: 1976-04-13
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Expires: 1994-07-24
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Abstract

Abstract The ability of nuclear magnetic resonance spectroscopy to distinguish between compounds and between parts of compounds is substantially increased by the use of certain rare earth chelate shift reagents. The preferred shift reagents are the europium III chelates of substituted or unsubstituted dicampholyl ligands, and europium III chelates of substituted or unsubstituted nopinato compounds. The reagents are particularly useful in determining the enantiomeric purity of compositions containing mixtures of enantiomers.

Inventors

  • 👤 George M. Whitesides
  • 👤 Michael McCreary
  • 👤 Daniel Lewis

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 16:19
CPC Classifications
C; C07; C07F; C07F5/00; C07F5/003; C07C; C07C45/00; C07C45/45; C07C45/455; C07C49/00; C07C49/29; C07C49/297; C07C49/313; C07C49/92; Y; Y10; Y10T; Y10T436/00; Y10T436/24

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 74 words
A method of spectral analysis of a composition containing at least one organic compound comprising adding a shift reagent to said composition, said shift reagent being a lanthanide chelate of a ligand selected from d,d-dicampholylmethane, 1,1-dicampholylmethane, and a compound of the formula: ##SPC2## wherein R is hydrogen, alkyl, halogenated alkyl or aryl and Me is a paramagnetic trivalent rare earth ion, and measuring the nuclear magnetic spectrum of said composition containing said shift reagent.
Claim 2
Independent Claim 74 words
A method of spectral analysis of a composition containing at least one organic compound comprising adding a shift reagent to said composition, said shift reagent being a lanthanide chelate of a ligand selected from d,d-dicampholylmethane, 1,1-dicampholylmethane, and a compound of the formula: ##SPC2## wherein R is hydrogen, alkyl, halogenated alkyl or aryl and Me is a paramagnetic trivalent rare earth ion, and measuring the nuclear magnetic spectrum of said composition containing said shift reagent.
Claim 3
Dependent Claim 15 words
The method of claim 1, wherein said shift reagent is a lanthanide chelate of d,d-dicampholylmethane.
Claim 4
Dependent Claim 15 words
The method of claim 2, wherein said shift reagent is a lanthanide chelate of 1,1-dicampholylmethane.
Claim 5
Dependent Claim 18 words
The method of claim 1, wherein R is selected from hydrogen, lower alkyl, halogenated lower alkyl, and phenyl.
Claim 6
Dependent Claim 26 words
The method of claim 1, wherein R is the formula --C n F 2n +1 , where n is a whole number from 1 to 10.
Claim 7
Dependent Claim 12 words
The method of claim 5, wherein n is from 1 to 4.
Claim 8
Dependent Claim 14 words
The method of claim 1, wheren said organic compound is an optically active compound.
Claim 9
Dependent Claim 15 words
The method of claim 1, wherein said composition contains a mixture of optically active compounds.
Claim 10
Dependent Claim 12 words
The method of claim 1, wheren Me is a trivalent europium ion.

References Cited (Backward Citations)

US3700410A Cited
US3846333A Cited
US3789060A Cited
US3867418A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-04-13 1979-10-13 1980-04-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-04-13 1983-10-13 1984-04-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-04-13 1987-10-13 1988-04-13 $7700.00 Window Closed / Lapsed

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