Donor-acceptor-acceptor-type near-infrared fluorophores that contain dithienophosphole oxide and boryl groups: effect of the boryl group on the nonradiative decay.


Journal

Chemical science
ISSN: 2041-6520
Titre abrégé: Chem Sci
Pays: England
ID NLM: 101545951

Informations de publication

Date de publication:
25 Mar 2021
Historique:
entrez: 4 6 2021
pubmed: 5 6 2021
medline: 5 6 2021
Statut: epublish

Résumé

The use of donor-π-acceptor (D-π-A) skeletons is an effective strategy for the design of fluorophores with red-shifted emission. In particular, the use of amino and boryl moieties as the electron-donating and -accepting groups, respectively, can produce dyes that exhibit high fluorescence and solvatochromism. Herein, we introduce a dithienophosphole

Identifiants

pubmed: 34084431
doi: 10.1039/d1sc00827g
pii: d1sc00827g
pmc: PMC8115064
doi:

Types de publication

Journal Article

Langues

eng

Pagination

6333-6341

Informations de copyright

This journal is © The Royal Society of Chemistry.

Déclaration de conflit d'intérêts

There are no conflicts to declare.

Références

J Am Chem Soc. 2001 Nov 21;123(46):11372-5
pubmed: 11707112
Angew Chem Int Ed Engl. 2018 Aug 6;57(32):10137-10141
pubmed: 29984448
J Org Chem. 2018 Aug 3;83(15):8449-8456
pubmed: 29846071
Angew Chem Int Ed Engl. 2004 Nov 19;43(45):6197-201
pubmed: 15549736
J Phys Chem Lett. 2017 Jul 20;8(14):3272-3276
pubmed: 28677972
Chemistry. 2019 Oct 11;25(57):13164-13175
pubmed: 31322301
Chem Commun (Camb). 2002 Dec 7;(23):2900-1
pubmed: 12478803
Chemistry. 2016 Oct 4;22(41):14701-6
pubmed: 27627995
J Am Chem Soc. 2017 Aug 2;139(30):10374-10381
pubmed: 28741935
Chemistry. 2003 Oct 17;9(20):5074-84
pubmed: 14562325
J Am Chem Soc. 2018 Feb 7;140(5):1715-1724
pubmed: 29337545
Org Biomol Chem. 2020 Aug 5;18(30):5747-5763
pubmed: 32691820
Acc Chem Res. 2014 May 20;47(5):1613-22
pubmed: 24802764
Chemistry. 2021 Apr 26;27(24):7043-7058
pubmed: 33443314
Chemistry. 2020 Feb 17;26(10):2195-2203
pubmed: 31756013
Chemistry. 2009;15(1):198-208
pubmed: 19058267
Chem Commun (Camb). 2013 May 28;49(43):4899-901
pubmed: 23604091
Chem Sci. 2019 Apr 23;10(20):5405-5422
pubmed: 31217943
Adv Mater. 2019 Jul;31(28):e1808242
pubmed: 31081199
Chemistry. 2019 Jun 7;25(32):7679-7688
pubmed: 30900778
Proc Natl Acad Sci U S A. 2019 Aug 6;116(32):15817-15822
pubmed: 31337683
Angew Chem Int Ed Engl. 2005 Apr 22;44(17):2482-506
pubmed: 15846835
Chem Rev. 2006 Nov;106(11):4681-727
pubmed: 17091932
Chemistry. 2007;13(26):7487-500
pubmed: 17579902
J Am Chem Soc. 2002 Jul 31;124(30):8816-7
pubmed: 12137533
Chem Rev. 2010 Jul 14;110(7):3958-84
pubmed: 20540560
Chemistry. 2015 Jan 2;21(1):177-90
pubmed: 25413782
Chemistry. 2006 Mar 20;12(10):2758-71
pubmed: 16429474
Anal Chem. 2016 Jan 5;88(1):1052-7
pubmed: 26634883
Adv Mater. 2017 Mar;29(12):
pubmed: 28117499
Chem Commun (Camb). 2010 Mar 28;46(12):1994-2006
pubmed: 20221473
Chemistry. 2020 May 12;26(27):6017-6028
pubmed: 32104942
Acc Chem Res. 2009 Oct 20;42(10):1584-96
pubmed: 19558183
Chem Rev. 2015 Dec 9;115(23):12633-65
pubmed: 26287387
Angew Chem Int Ed Engl. 2020 Sep 21;59(39):17137-17144
pubmed: 32573931
Phys Chem Chem Phys. 2018 Feb 28;20(9):6121-6133
pubmed: 29450414
Chem Commun (Camb). 2014 Apr 18;50(30):3928-30
pubmed: 24595677
Angew Chem Int Ed Engl. 2002 Aug 16;41(16):2927-31
pubmed: 12203415
Chem Commun (Camb). 2020 Aug 14;56(63):8988-8991
pubmed: 32638720
J Chem Theory Comput. 2017 Feb 14;13(2):515-524
pubmed: 27959528
Chem Soc Rev. 2013 Apr 21;42(8):3453-88
pubmed: 23396530
Chem Rev. 2010 Jul 14;110(7):3985-4022
pubmed: 20536123
Adv Mater. 2019 Jun;31(24):e1900321
pubmed: 31025403
Chem Commun (Camb). 2016 Jan 21;52(6):1120-3
pubmed: 26617335
Chem Sci. 2017 Feb 1;8(2):846-863
pubmed: 28572897
Chem Commun (Camb). 2017 Jul 27;53(61):8565-8568
pubmed: 28715003
Dalton Trans. 2016 Sep 28;45(36):13996-4007
pubmed: 27491626
J Am Chem Soc. 2019 Nov 20;141(46):18390-18394
pubmed: 31661267
Acc Chem Res. 2009 Feb 17;42(2):235-48
pubmed: 19061332

Auteurs

Yoshiaki Sugihara (Y)

Department of Chemistry, Graduate School of Science, Integrated Research Consortium on Chemical Sciences (IRCCS), Nagoya University Furo, Chikusa Nagoya 464-8602 Japan yanait@chem.nagoya-u.ac.jp yamaguchi@chem.nagoya-u.ac.jp.

Naoto Inai (N)

Department of Chemistry, Graduate School of Science, Integrated Research Consortium on Chemical Sciences (IRCCS), Nagoya University Furo, Chikusa Nagoya 464-8602 Japan yanait@chem.nagoya-u.ac.jp yamaguchi@chem.nagoya-u.ac.jp.

Masayasu Taki (M)

Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University Furo, Chikusa Nagoya 464-8602 Japan.

Thomas Baumgartner (T)

Department of Chemistry, York University 4700 Keele St. Toronto ON M3J 1P3 Canada.

Ryosuke Kawakami (R)

Department of Molecular Medicine for Pathogenesis, Graduate School of Medicine, Ehime University Shitsukawa Toon City Ehime 791-0295 Japan.

Takashi Saitou (T)

Department of Molecular Medicine for Pathogenesis, Graduate School of Medicine, Ehime University Shitsukawa Toon City Ehime 791-0295 Japan.

Takeshi Imamura (T)

Department of Molecular Medicine for Pathogenesis, Graduate School of Medicine, Ehime University Shitsukawa Toon City Ehime 791-0295 Japan.

Takeshi Yanai (T)

Department of Chemistry, Graduate School of Science, Integrated Research Consortium on Chemical Sciences (IRCCS), Nagoya University Furo, Chikusa Nagoya 464-8602 Japan yanait@chem.nagoya-u.ac.jp yamaguchi@chem.nagoya-u.ac.jp.
Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University Furo, Chikusa Nagoya 464-8602 Japan.

Shigehiro Yamaguchi (S)

Department of Chemistry, Graduate School of Science, Integrated Research Consortium on Chemical Sciences (IRCCS), Nagoya University Furo, Chikusa Nagoya 464-8602 Japan yanait@chem.nagoya-u.ac.jp yamaguchi@chem.nagoya-u.ac.jp.
Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University Furo, Chikusa Nagoya 464-8602 Japan.

Classifications MeSH