Evidence map›Paper›PMID 35382446›Full record

ArticleChemical science2020

Controlling cyclization pathways in palladium(ii)-catalyzed intramolecular alkene hydro-functionalization

Xin Wang, Zi-Qi Li, Binh Khanh Mai, John A Gurak, Jessica E Xu, Van T Tran, Hui-Qi Ni, Zhen Liu, Zhonglin Liu, Kin S Yang and 3 more

Abstract read
In one paragraph

Article in Chemical science, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

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.

2 · The registry

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.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

6 citing papers in PubMed.

  1. Review
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4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

13 authors.

Xin WangDepartment of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
Zi-Qi LiDepartment of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
Binh Khanh MaiDepartment of Chemistry, University of Pittsburg Pittsburgh Pennsylvania 15260 USA pengliu@pitt.edu.ORCID https://orcid.org/0000-0001-8487-1417
John A GurakDepartment of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
Jessica E XuDepartment of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
Van T TranDepartment of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
Hui-Qi NiDepartment of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
Zhen LiuDepartment of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
Zhonglin LiuDepartment of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
Kin S YangDepartment of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.
Rong XiangDepartment of Medicinal Chemistry, School of Medicine, Nankai University 94 Weijin Road Tianjin 300071 China.
Peng LiuDepartment of Chemistry, University of Pittsburg Pittsburgh Pennsylvania 15260 USA pengliu@pitt.edu.ORCID https://orcid.org/0000-0002-8188-632X
Keary M EngleDepartment of Chemistry, The Scripps Research Institute 10550 North Torrey Pines Road La Jolla California 92037 USA keary@scripps.edu.ORCID https://orcid.org/0000-0003-2767-6556

Funding

Combinatorial, Catalytic Functionalization of Alkenes and AlkynesR35GM125052 · NIGMS · SCRIPPS RESEARCH INSTITUTE, THE · PI ENGLE, KEARY MARK · 2017 to 2021
$2.9M
Computational Models for Reactivity and Selectivity in Transition Metal-Catalyzed Olefin FunctionalizationR35GM128779 · NIGMS · UNIVERSITY OF PITTSBURGH AT PITTSBURGH · PI Peng Liu · 2018 to 2026
$2.9M
NIGMS NIH HHS R35 GM125052NIGMS NIH HHS R35 GM128779
6 · The paper itself

Abstract

We report a series of palladium(ii)-catalyzed, intramolecular alkene hydrofunctionalization reactions with carbon, nitrogen, and oxygen nucleophiles to form five- and six-membered carbo- and heterocycles. In these reactions, the presence of a proximal bidentate directing group controls the cyclization pathway, dictating the ring size that is generated, even in cases that are disfavored based on Baldwin's rules and in cases where there is an inherent preference for an alternative pathway. DFT studies shed light on the origins of pathway selectivity in these processes.

Identifiers

PMID35382446
PMCPMC8914520

What OpenQuestion holds

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Registered trials

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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.