Evidence map›Paper›PMID 30295476›Full record

ArticleJournal of the American Chemical Society2018

Mechanism of Permanganate-Promoted Dihydroxylation of Complex Diketopiperazines: Critical Roles of Counter-cation and Ion-Pairing.

Brandon E Haines, Brandon M Nelson, Jessica M Grandner, Justin Kim, K N Houk, Mohammad Movassaghi, Djamaladdin G Musaev

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.

0numbers the graph read from it
0cells of the map it votes in
9citing papers in PubMed
1.0field-weighted citation impact, top 27% of its field
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

9 citing papers in PubMed, 14 citations in OpenAlex.

  1. Total Synthesis and Anticancer Study of (+)-Verticillin A.Journal of the American Chemical Society · 2025
    Article
  2. Article
  3. Total synthesis of complex 2,5-diketopiperazine alkaloids.The Alkaloids. Chemistry and biology · 2023
    Review
  4. Article
  5. Journal of the American Chemical Society · 2020
    Article
  6. Article
  7. Article
  8. Article
  9. Article
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

7 authors at 3 institutions in 1 country.

Brandon E HainesCherry L. Emerson Center for Scientific Computation and Department of Chemistry , Emory University , Atlanta , Georgia 30322 , United States.ORCID 0000-0002-5013-8396
Brandon M NelsonDepartment of Chemistry , Massachusetts Institute of Technology , Cambridge , Massachusetts 02139 , United States.
Jessica M GrandnerDepartment of Chemistry and Biochemistry , University of California , Los Angeles , California 90095-1569 , United States.ORCID 0000-0001-5068-8665
Justin KimDepartment of Chemistry , Massachusetts Institute of Technology , Cambridge , Massachusetts 02139 , United States.
K N HoukDepartment of Chemistry and Biochemistry , University of California , Los Angeles , California 90095-1569 , United States.ORCID 0000-0002-8387-5261
Mohammad MovassaghiDepartment of Chemistry , Massachusetts Institute of Technology , Cambridge , Massachusetts 02139 , United States.ORCID 0000-0003-3080-1063
Djamaladdin G MusaevCherry L. Emerson Center for Scientific Computation and Department of Chemistry , Emory University , Atlanta , Georgia 30322 , United States.ORCID 0000-0003-1160-6131
Massachusetts Institute of Technology · USEmory University · USUniversity of California, Los Angeles · US

Funding

Synthesis and Study of Dimeric Diketopiperazine AlkaloidsR01GM089732 · NIGMS · MASSACHUSETTS INSTITUTE OF TECHNOLOGY · PI MOVASSAGHI, MOHAMMAD · 2010 to 2021
$4.6M
NIGMS NIH HHS R01 GM089732
6 · The paper itself

Abstract

The mechanism of permanganate-mediated dual C-H oxidation of complex diketopiperazines has been examined with density functional theory computations. The products of these oxidations are enabling intermediates in the synthesis of structurally diverse ETP natural products. We evaluated, for the first time, the impact of ion-pairing and aggregation states of the permanganate ion and counter-cations, such as bis(pyridine)-silver(I) (Ag

Indexed as

Density Functional TheoryDiketopiperazinesHydroxylationManganese CompoundsModels, ChemicalOxidantsOxidation-ReductionOxidesStatic ElectricityThermodynamicsDiketopiperazinesManganese CompoundsOxidantsOxidespermanganic acid

Identifiers

PMID30295476
PMCPMC6209109
OpenAlexW2894684413

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

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.