PulseExploreJournal ClubDebatesTrendingResearchersJournals
Instagram
HomeExploreJournal ClubTrending
Synapse
⌘+K
Synapse
April 29, 2026Organic Letters0 citations

DFT-Guided Photocatalytic C5-Selective Hydrodechlorination of 4,5-Dichloropyridazinones

View Full Paper
ZZZi-Han ZhuangQYQian YanZYZi-Qing Yu

Key Points

  • Explore the photocatalytic hydrodechlorination of 4,5-Dichloropyridazinones to enhance selectivity.
  • Mechanistic studies were conducted to understand the reaction pathway.
  • Kinetic control was assessed using neutral DIPEA under mild conditions.
  • DFT calculations evaluated the bond strengths impacting selectivity.
  • The reaction exhibited high selectivity due to the weaker C5-Cl bond.
  • Single-electron transfer pathway was identified as the key mechanism.
  • DIPEA allowed the reaction to proceed effectively with a range of N2 substituents.

Abstract

and DIPEA, the reaction proceeds under mild conditions and tolerates a wide range of N2 substituents and functional groups. Mechanistic studies support a single-electron transfer pathway involving a C5-centered radical, with DFT calculations revealing that the inherently weaker C5-Cl bond (87.1 vs 89.1 kcal/mol) accounts for the selectivity, while kinetic control from neutral DIPEA dictates the reaction outcome.

Ask AI
Helpful
Bookmark
Share
View Full Paper

Cite This Study

Zhuang et al. (2026) studied this question.

synapsesocial.com/papers/69f154a4879cb923c4944e19https://doi.org/10.1021/acs.orglett.6c01393
Ask AI
Helpful
Bookmark
Share
View Full Paper

Also Consider

Synapse has enriched 5 closely related papers on similar clinical questions. Consider them for comparative context:

  1. 11,4-Dihydropyridine Anions as Potent Single-Electron Photoreductants2024 · 11 citations
  2. 2Photocatalytic C–H Aminoalkylation of Hydrosilanes with Retention of Si–H Bond †2026 · 4 citations
  3. 3Levosimendan: The current situation and new prospects2014 · 13 citations
  4. 4Pyridazinone: Current Progress in Synthesis of its Derivatives and Biological Activity2024 · 1 citations
  5. 5Visible-Light-Induced [2 + 2] Cyclization of Alkynes with Bromodifluoroacetylsilanes: Facile Access to gem -Difluorocyclobutenones2025 · 33 citations