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¹H NMR: Long-Range Coupling01:27

¹H NMR: Long-Range Coupling

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The coupling interactions of nuclei across four or more bonds are usually weak, with J values less than 1 Hz. While these are usually not observed in spectra, the presence of multiple bonds along the coupling pathway can result in observable long-range coupling.
In alkenes, spin information is communicated via σ–π overlap, as seen in allylic (four-bond) and homoallylic (five-bond) couplings. These coupling interactions are stronger when the σ bond is parallel to the alkene...
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Double Resonance Techniques: Overview01:12

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Double resonance techniques in Nuclear Magnetic Resonance (NMR) spectroscopy involve the simultaneous application of two different frequencies or radiofrequency pulses to manipulate and observe two distinct nuclear spins. One important application of double resonance is spin decoupling, which selectively suppresses coupling with one type of nucleus while observing the NMR signal from another nucleus, simplifying the spectrum and enhancing resolution.
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π Electron Effects on Chemical Shift: Overview01:27

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An applied magnetic field causes loosely bound π-electrons in organic molecules to circulate, producing a local or induced diamagnetic field over a large spatial volume. As the molecules tumble in solution, the field generated by π-electrons in spherical substituents results in a zero net field. However, the net field generated by π-electrons in non-spherical substituents is not zero. The effect of this induced field depends on the orientation of the molecule with respect to B0,...
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Chirality at Nitrogen, Phosphorus, and Sulfur02:30

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Chirality is most prevalent in carbon-based tetrahedral compounds, but this important facet of molecular symmetry extends to sp3-hybridized nitrogen, phosphorus and sulfur centers, including trivalent molecules with lone pairs. Here, the lone pair behaves as a functional group in addition to the other three substituents to form an analogous tetrahedral center that can be chiral.
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Crystal Field Theory
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Many organic, inorganic, and biological molecules contain spin-half nuclei such as nitrogen-15, fluorine-19, and phosphorus-31. As a result, NMR studies of these nuclei have found extensive applications in chemical and biological research.
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Carbon-Phosphorus Cross-Anion Coupling on Rare-Earth Center.

Jinxiao Yang1, Zhengqi Chai1, Ze-Jie Lv1

  • 1Beijing National Laboratory For Molecular Sciences (BNLMS), State Key Laboratory of Rare Earth Materials Chemistry and Applications & Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Peking University, Beijing, P.R. China.

Chemistry (Weinheim an Der Bergstrasse, Germany)
|December 31, 2025
PubMed
Summary

Researchers developed a novel carbon-phosphorus cross-anion coupling reaction using rare-earth metals. This method efficiently creates phosphorus-containing compounds via reductive elimination, expanding synthetic strategies.

Keywords:
C─P couplingazametallacyclemetallacyclerare‐earth metal

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Area of Science:

  • Organometallic Chemistry
  • Synthetic Chemistry
  • Materials Science

Background:

  • Rare-earth metallacycles offer unique reactivity for organic synthesis.
  • Developing efficient cross-coupling reactions is crucial for constructing complex molecules.

Purpose of the Study:

  • To implement a carbon-phosphorus cross-anion coupling reaction centered on rare-earth metals.
  • To demonstrate the universality of this method using various phosphine oxides.
  • To elucidate the reaction mechanism and orbital interactions.

Main Methods:

  • Utilizing rare-earth metallacycles as catalysts.
  • Performing carbon-phosphorus cross-anion coupling reactions.
  • Employing computational chemistry, including principal interacting orbital (PIO) analysis.

Main Results:

  • Successfully achieved carbon-phosphorus cross-anion coupling via reductive elimination.
  • Confirmed the formation of a carbon-phosphorus double bond (C═P) during the reaction.
  • Demonstrated the reaction's applicability with diverse phosphine oxides.

Conclusions:

  • The study presents a novel strategy for synthesizing phosphorus-containing compounds.
  • Rare-earth metallacycles exhibit unique reactivity, expanding their synthetic utility.
  • The findings provide a new C-P coupling method, advancing organophosphorus chemistry.