ArticleThe Journal of organic chemistry2016
Mechanism and Selectivity in the Pd-Catalyzed Difunctionalization of Isoprene.
Article in The Journal of organic chemistry, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
What it found
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The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
4 citing papers in PubMed, 16 citations in OpenAlex.
- Copper-Catalyzed Three-Component Selective 1,4-Amino Oxygenation of 1,3-Dienes.Angewandte Chemie (International ed. in English) · 2026Article
- Palladium-catalyzed dearomative 1,4-difunctionalization of naphthalenes.Chemical science · 2020Article
- Questions in natural products synthesis research that can (and cannot) be answered using computational chemistry.Chemical Society reviews · 2018Article
- Application of Q2MM to predictions in stereoselective synthesis.Chemical communications (Cambridge, England) · 2018Article
Corrections and comments
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Authors and funding
6 authors at 4 institutions in 2 countries.
Funding
Abstract
The three-component coupling of isoprene, an alkenyl triflate, and styrenylboronic acid catalyzed by a palladium pyrox complex affords access to skipped dienes from simple chemical feedstocks. Unfortunately, the transformation proceeds with only moderate selectivity and yields. The reaction mechanism and factors responsible for the resulting regioselectivity were elucidated using M06/SDD/6-311++G(d,p) + SMD calculations. Distortion of the palladium coordination sphere in the transition structure of the migratory insertion step is found to control the 4,1- vs 1,x-selectivity. The calculated ΔΔG
Identifiers
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.