Evidence map›Paper›PMID 23777538›Full record

ArticleThe Journal of organic chemistry2013

Nickel-catalyzed borylation of halides and pseudohalides with tetrahydroxydiboron [B2(OH)4].

Gary A Molander, Livia N Cavalcanti, Carolina García-García

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 22 papers.

0numbers the graph read from it
0cells of the map it votes in
22citing 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

22 citing papers in PubMed.

  1. Article
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  5. Article
  6. Article
  7. Review
  8. Ni-Catalyzed Borylation of Aryl Sulfoxides.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021
    Article
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  10. Article
  11. Article
  12. Article
  13. Article
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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

3 authors.

Gary A MolanderRoy and Diana Vagelos Laboratories and Penn/Merck Laboratory for High Throughput Experimentation, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA. gmolandr@sas.upenn.edu
Livia N Cavalcanti
Carolina García-García

Funding

Novel Organoboron Chemistry Utilizing TetrahydroxydiboraneR01GM081376 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI MOLANDER, GARY A · 2007 to 2015
$2.6M
Agilent 5973 GC/MS SystemS10RR016640 · NCRR · UNIVERSITY OF PENNSYLVANIA · PI MOLANDER, GARY A · 2002 to 2002
$105k
NCRR NIH HHS S10 RR016640NIGMS NIH HHS R01 GM081376
6 · The paper itself

Abstract

Arylboronic acids are gaining increased importance as reagents and target structures in a variety of useful applications. Recently, the palladium-catalyzed synthesis of arylboronic acids employing the atom-economical tetrahydroxydiboron (BBA) reagent has been reported. The high cost associated with palladium, combined with several limitations of both palladium- and copper-catalyzed processes, prompted us to develop an alternative method. Thus, the nickel-catalyzed borylation of aryl and heteroaryl halides and pseudohalides using tetrahydroxydiboron (BBA) has been formulated. The reaction proved to be widely functional group tolerant and applicable to a number of heterocyclic systems. To the best of our knowledge, the examples presented here represent the only effective Ni-catalyzed Miyaura borylations conducted at room temperature.

Indexed as

Boron CompoundsCatalysisHydrocarbons, HalogenatedMolecular StructureNickelOrganometallic CompoundsBoron CompoundsHydrocarbons, HalogenatedNickelOrganometallic Compounds

Identifiers

PMID23777538
PMCPMC3740274

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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.