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September 5, 2025Open Access

Kinetic, Spectroscopic, and Computational Investigation of Oxidative Aminative Alkene Cleavage Reveals an N-Iodonium-Iminoiodinane Pathway

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Authors

FRFlorian RueppВГВ. Н. ГребенниковMAMykola M. Avramenko

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Overview

Observational analysis reveals formation of N-iodonium-iminoiodinane as key N-atom transfer agent, suggesting new pathways for oxidative amination reactions.

Key Points

  • Formation of N-iodonium-iminoiodinane governs the rate of oxidative aminative cleavage, highlighting its role as a key intermediate.
  • In situ studies reveal that the N-iodonium-iminoiodinane, not iodonitrene, functions as the primary N-atom transfer agent.
  • Kinetic analysis using various methods, including H/D and 12C/13C KIE, supports the electrophilic nature of the N-iodonium-iminoiodinane.
  • Findings enhance understanding of hypervalent iodine's role in N-atom transfer, potentially guiding future reagent development.

Cite This Study

Ruepp et al. (2025) studied this question.

synapsesocial.com/papers/68bb5f3e6d6d5674bcd033c1https://doi.org/10.26434/chemrxiv-2025-6cdgb
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