Evidence map›Paper›PMID 29719675›Full record

ArticleChemical science2018

Near infrared two-photon-excited and -emissive dyes based on a strapped excited-state intramolecular proton-transfer (ESIPT) scaffold.

Naoya Suzuki, Kayo Suda, Daisuke Yokogawa, Hirotaka Kitoh-Nishioka, Stephan Irle, Akihiro Ando, Luis M G Abegão, Kenji Kamada, Aiko Fukazawa, Shigehiro Yamaguchi

Abstract read
In one paragraph

Article in Chemical science, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.

0numbers the graph read from it
0cells of the map it votes in
13citing 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

13 citing papers in PubMed.

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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

10 authors.

Naoya SuzukiDepartment of Chemistry , Graduate School of Science and Integrated Research Consortium on Chemical Sciences (IRCCS) , Nagoya University , Japan.
Kayo SudaInstitute of Transformative Bio-Molecules (WPI-ITbM) , Nagoya University , Furo, Chikusa , Nagoya , 464-8602 , Japan.
Daisuke YokogawaDepartment of Chemistry , Graduate School of Science and Integrated Research Consortium on Chemical Sciences (IRCCS) , Nagoya University , Japan.ORCID 0000-0002-7574-0965
Hirotaka Kitoh-NishiokaDepartment of Chemistry , Graduate School of Science and Integrated Research Consortium on Chemical Sciences (IRCCS) , Nagoya University , Japan.ORCID 0000-0002-6210-3641
Stephan IrleDepartment of Chemistry , Graduate School of Science and Integrated Research Consortium on Chemical Sciences (IRCCS) , Nagoya University , Japan.ORCID 0000-0003-4995-4991
Akihiro AndoIFMRI , National Institute of Advanced Industrial Science and Technology (AIST) , 1-8-31 Midorigaoka, Ikeda , Osaka , 563-8577 , Japan.
Luis M G AbegãoIFMRI , National Institute of Advanced Industrial Science and Technology (AIST) , 1-8-31 Midorigaoka, Ikeda , Osaka , 563-8577 , Japan.
Kenji KamadaIFMRI , National Institute of Advanced Industrial Science and Technology (AIST) , 1-8-31 Midorigaoka, Ikeda , Osaka , 563-8577 , Japan.
Aiko FukazawaDepartment of Chemistry , Graduate School of Science and Integrated Research Consortium on Chemical Sciences (IRCCS) , Nagoya University , Japan.ORCID 0000-0002-2903-105X
Shigehiro YamaguchiDepartment of Chemistry , Graduate School of Science and Integrated Research Consortium on Chemical Sciences (IRCCS) , Nagoya University , Japan.ORCID 0000-0003-0072-8969

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Fluorophores that can undergo excited-state intramolecular proton transfer (ESIPT) represent promising scaffolds for the design of compounds that show red-shifted fluorescence. Herein, we disclose new near infrared-emissive materials based on a dialkylamine-strapped 2,5-dithienylpyrrole as an ESIPT scaffold. The introduction of electron-accepting units to the terminal positions of this scaffold generates acceptor-π-donor-π-acceptor (A-π-D-π-A) type π-conjugated compounds. Following the ESIPT, the electron-donating ability of the core scaffold increases, which results in a substantially red-shifted emission in the NIR region, while increasing the oscillator strength. The electron-accepting units play a vital role to achieve intense and red-shifted emission from the ESIPT state. The strapped dialkylamine chain that forms an intramolecular hydrogen bond is also essential to induce the ESIPT. Moreover, an extended A-π-D-π-A skeleton enables two-photon excitation with the NIR light. One of the derivatives that satisfy these features,

Identifiers

PMID29719675
PMCPMC5897875

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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.