Evidence map›Paper›PMID 30916973›Full record

ArticleOrganic letters2019

Photoredox Catalysis Enables Access to N-Functionalized 2,1-Borazaronaphthalenes.

Xie Wang, Geraint H M Davies, Adriel Koschitzky, Steven R Wisniewski, Christopher B Kelly, Gary A Molander

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Organic letters, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. N-Functionalization of 1,2-Azaborines.Synlett : accounts and rapid communications in synthetic organic chemistry · 2023
    Article
  2. Selectivity in the Elaboration of Bicyclic Borazarenes.Advanced synthesis & catalysis · 2021
    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

6 authors.

Xie WangRoy and Diana Vagelos Laboratories, Department of Chemistry , University of Pennsylvania , 231 South 34th Street , Philadelphia , Pennsylvania 19104-6323 , United States.ORCID 0000-0002-7292-5550
Geraint H M DaviesRoy and Diana Vagelos Laboratories, Department of Chemistry , University of Pennsylvania , 231 South 34th Street , Philadelphia , Pennsylvania 19104-6323 , United States.ORCID 0000-0002-5986-0756
Adriel KoschitzkyRoy and Diana Vagelos Laboratories, Department of Chemistry , University of Pennsylvania , 231 South 34th Street , Philadelphia , Pennsylvania 19104-6323 , United States.
Steven R WisniewskiRoy and Diana Vagelos Laboratories, Department of Chemistry , University of Pennsylvania , 231 South 34th Street , Philadelphia , Pennsylvania 19104-6323 , United States.ORCID 0000-0001-6035-4394
Christopher B KellyDepartment of Chemistry , Virginia Commonwealth University , 1001 West Main Street , P.O. Box 842006 Richmond , Virginia 23284-9069 , United States.ORCID 0000-0002-5530-8606
Gary A MolanderRoy and Diana Vagelos Laboratories, Department of Chemistry , University of Pennsylvania , 231 South 34th Street , Philadelphia , Pennsylvania 19104-6323 , United States.ORCID 0000-0002-9114-5584

Funding

Accessing New Chemical Space via Organic SynthesisR35GM131680 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI MOLANDER, GARY A · 2019 to 2022
$2.4M
A Novel Mechanistic Paradigm for Cross-CouplingR01GM113878 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI MOLANDER, GARY A · 2015 to 2018
$1.5M
Novel Borazines: Syntheses and ElaborationR01GM111465 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI MOLANDER, GARY A · 2015 to 2018
$1.0M
Non-Organometallic Partners as Radical Precursors for the Diversification of Dual Catalytic Cross-Coupling ProcessesF32GM117634 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI KELLY, CHRISTOPHER B. · 2016 to 2018
$138k
NIGMS NIH HHS F32 GM117634NIGMS NIH HHS R01 GM111465NIGMS NIH HHS R01 GM113878NIGMS NIH HHS R35 GM131680
6 · The paper itself

Abstract

The synthesis and utilization of a class of 2,1-borazaronaphthyltrifluoroborate reagents that provide a general solution to the challenge of N-functionalization of the 2,1-borazaronaphthalene core is described. By adorning the nitrogen of this core with a trifluoroboratomethyl unit, a suite of odd-electron processes can be executed, installing motifs that would otherwise be inaccessible using a two-electron approach. In addition, this process enables rapid annulation, furnishing a heretofore unknown polycyclic B-N species.

Indexed as

BoratesCatalysisCoordination ComplexesIridiumNaphthalenesNickelOxidation-ReductionPhotochemical ProcessesRuthenium2,1-borazaronaphthaleneBoratesCoordination ComplexesIridiumNaphthalenesNickelRuthenium

Identifiers

PMID30916973
PMCPMC6490172

What OpenQuestion holds

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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.