Evidence map›Paper›PMID 29457683›Full record

ArticleAngewandte Chemie (International ed. in English)2018

The Dewar Isomer of 1,2-Dihydro-1,2-azaborinines: Isolation, Fragmentation, and Energy Storage.

Klara Edel, Xinyu Yang, Jacob S A Ishibashi, Ashley N Lamm, Cäcilia Maichle-Mössmer, Zachary X Giustra, Shih-Yuan Liu, Holger F Bettinger

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 34 papers.

0numbers the graph read from it
0cells of the map it votes in
34citing 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

34 citing papers in PubMed.

  1. Modular and Stereoselective Synthesis of Cyclobutane β-Amino Alcohols.Angewandte Chemie (International ed. in English) · 2026
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  10. A Catalyst-Controlled Divergent Rearomatization of BN-Benzvalene.Journal of the American Chemical Society · 2026
    Article
  11. Positional Isomerization of 1,2-Azaborine through BN-Benzvalene.Journal of the American Chemical Society · 2026
    Article
  12. Article
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  18. A Nitrilium-TypeJournal of the American Chemical Society · 2025
    Article
  19. Article
  20. Ring-Opening Metathesis Polymerization of 1,2-Dihydroazete Derivatives.Angewandte Chemie (International ed. in English) · 2025
    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

8 authors.

Klara EdelInstitut für Organische Chemie, Universität Tübingen, Auf der Morgenstelle 18, 72076, Tübingen, Germany.
Xinyu YangDepartment of Chemistry, Boston College, Chestnut Hill, MA, 02467-3860, USA.
Jacob S A IshibashiDepartment of Chemistry, Boston College, Chestnut Hill, MA, 02467-3860, USA.ORCID 0000-0003-2045-4387
Ashley N LammDepartment of Chemistry and Biochemistry, University of Oregon, Eugene, OR, 97403-1253, USA.
Cäcilia Maichle-MössmerInstitut für Anorganische Chemie, Universität Tübingen, Auf der Morgenstelle 18, 72076, Tübingen, Germany.
Zachary X GiustraDepartment of Chemistry, Boston College, Chestnut Hill, MA, 02467-3860, USA.
Shih-Yuan LiuDepartment of Chemistry, Boston College, Chestnut Hill, MA, 02467-3860, USA.ORCID 0000-0003-3148-9147
Holger F BettingerInstitut für Organische Chemie, Universität Tübingen, Auf der Morgenstelle 18, 72076, Tübingen, Germany.ORCID 0000-0001-5223-662X

Funding

Development of BN Heterocycles for Biomedical ResearchR01GM094541 · NIGMS · UNIVERSITY OF OREGON · PI LIU, SHIH-YUAN · 2010 to 2019
$2.8M
NIGMS NIH HHS R01 GM094541
6 · The paper itself

Abstract

The photochemistry of 1,2-dihydro-1,2-azaborinine derivatives was studied under matrix isolation conditions and in solution. Photoisomerization occurs exclusively to the Dewar valence isomers upon irradiation with UV light (>280 nm) with high quantum yield (46 %). Further photolysis with UV light (254 nm) results in the formation of cyclobutadiene and an iminoborane derivative. The thermal electrocyclic ring-opening reaction of the Dewar valence isomer back to the 1,2-dihydro-1-tert-butyldimethylsilyl-2-mesityl-1,2-azaborinine has an activation barrier of (27.0±1.2) kcal mol

Indexed as

boron-nitrogen heterocycleselectrocyclic reactionsphotoisomerizationsustainable chemistryvalence isomerization

Identifiers

PMID29457683
PMCPMC6214188

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.