Literature DB >> 28231707

Enhanced Hypsochromic Shifts, Quantum Yield, and π-π Interactions in a meso,β-Heteroaryl-Fused BODIPY.

Ning Zhao1, Sunting Xuan1, Frank R Fronczek1, Kevin M Smith1, M Graça H Vicente1.   

Abstract

We report the synthesis and investigation of an unprecedented 8-heteroaryl-fused BODIPY 4. This compound exhibits enhanced π-π stacking in the solid state, unusually large blue-shifts in the absorbance and emission spectra, and higher fluorescence quantum yield than its unfused precursor; DFT calculations suggest a small energy gap for 4 and strong electronic communication between the 8-OPh and the BODIPY core.

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Year:  2017        PMID： 28231707      PMCID： PMC5507578          DOI： 10.1021/acs.joc.6b02981

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  43 in total

1.  Facile synthesis of biphenyl-fused BODIPY and its property.

Authors:  Yosuke Hayashi; Naoki Obata; Masatomo Tamaru; Shigeru Yamaguchi; Yutaka Matsuo; Akinori Saeki; Shu Seki; Yuka Kureishi; Shohei Saito; Shigehiro Yamaguchi; Hiroshi Shinokubo
Journal:  Org Lett       Date:  2012-01-24       Impact factor: 6.005

2.  Synthesis and properties of a series of carboranyl-BODIPYs.

Authors:  Jaime H Gibbs; Haijun Wang; N V S Dinesh K Bhupathiraju; Frank R Fronczek; Kevin M Smith; M Graça H Vicente
Journal:  J Organomet Chem       Date:  2015-12-01       Impact factor: 2.369

3.  Bright, color-tunable fluorescent dyes in the visible-near-infrared region.

Authors:  Keitaro Umezawa; Yuki Nakamura; Hiroshi Makino; Daniel Citterio; Koji Suzuki
Journal:  J Am Chem Soc       Date:  2008-01-15       Impact factor: 15.419

4.  Regioselective decarboxylative direct C-H arylation of boron dipyrromethenes (BODIPYs) at 2,6-positions: a facile access to a diversity-oriented BODIPY library.

Authors:  Liang Luo; Di Wu; Wei Li; Shuai Zhang; Yuanhong Ma; Su Yan; Jingsong You
Journal:  Org Lett       Date:  2014-11-17       Impact factor: 6.005

5.  Manipulating non-innocent π-spacers: the challenges of using 2,6-disubstituted BODIPY cores within donor-acceptor light-harvesting motifs.

Authors:  Catherine Bonnier; Devin D Machin; Omar Abdi; Bryan D Koivisto
Journal:  Org Biomol Chem       Date:  2013-06-14       Impact factor: 3.876

6.  Synthesis of 3,8-dichloro-6-ethyl-1,2,5,7-tetramethyl-BODIPY from an asymmetric dipyrroketone and reactivity studies at the 3,5,8-positions.

Authors:  Ning Zhao; M Graça H Vicente; Frank R Fronczek; Kevin M Smith
Journal:  Chemistry       Date:  2015-03-11       Impact factor: 5.236

7.  Thienopyrrole-expanded BODIPY as a potential NIR photosensitizer for photodynamic therapy.

Authors:  Yongchao Yang; Qiuli Guo; Huachao Chen; Zhikuan Zhou; Zijian Guo; Zhen Shen
Journal:  Chem Commun (Camb)       Date:  2013-03-27       Impact factor: 6.222

8.  Synthesis and Properties of Benzothieno[b]-Fused BODIPY Dyes.

Authors:  Zuo-Bang Sun; Man Guo; Cui-Hua Zhao
Journal:  J Org Chem       Date:  2015-12-14       Impact factor: 4.354

9.  Synthesis and regioselective functionalization of perhalogenated BODIPYs.

Authors:  Ning Zhao; Sunting Xuan; Brandon Byrd; Frank R Fronczek; Kevin M Smith; M Graça H Vicente
Journal:  Org Biomol Chem       Date:  2016-06-02       Impact factor: 3.876

Review 10.  Molecular mechanics.

Authors:  Kenno Vanommeslaeghe; Olgun Guvench; Alexander D MacKerell
Journal:  Curr Pharm Des       Date:  2014       Impact factor: 3.116
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  6 in total

1.  A Highly Selective "Turn-on" Fluorescent Probe for Detection of Fe3+ in Cells.

Authors:  Xiaorui Cao; Feifei Zhang; Yinjuan Bai; Xiaohu Ding; Wei Sun
Journal:  J Fluoresc       Date:  2019-02-06       Impact factor: 2.217

2.  Influence of 1,3,5-triazine Core and Electron Donor Group in Photophysical Properties of BODIPY Dyes.

Authors:  María Teresa Páez González; Shaiani Maria Gil de Mello; Flavio da Silva Emery
Journal:  J Fluoresc       Date:  2019-08-08       Impact factor: 2.217

3.  Cyclodextrin-Promoted Fluorescence Detection of Aromatic Toxicants and Toxicant Metabolites in Commercial Milk Products.

Authors:  Dana J DiScenza; Julie Lynch; Molly Verderame; Melissa A Smith; Mindy Levine
Journal:  Food Anal Methods       Date:  2018-03-14       Impact factor: 3.366

4.  A new highly selective "off-on" typical chemosensor of Al3+, 1-((Z)-((E)-(3,5-dichloro-2-hydroxybenzylidene)hydrazono)methyl) naphthalene-2-ol, an experimental and in silico study.

Authors:  Jamaludin Al Anshori; Daliah Ismalah; Ajar Faflul Abror; Achmad Zainuddin; Ika Wiani Hidayat; Muhammad Yusuf; Rani Maharani; Ace Tatang Hidayat
Journal:  RSC Adv       Date:  2022-01-21       Impact factor: 3.361

5.  Human Serum Albumin Labelling with a New BODIPY Dye Having a Large Stokes Shift.

Authors:  Valeria I Raskolupova; Tatyana V Popova; Olga D Zakharova; Anastasia E Nikotina; Tatyana V Abramova; Vladimir N Silnikov
Journal:  Molecules       Date:  2021-05-03       Impact factor: 4.411

6.  Synthesis of a dihalogenated pyridinyl silicon rhodamine for mitochondrial imaging by a halogen dance rearrangement.

Authors:  Jessica Matthias; Thines Kanagasundaram; Klaus Kopka; Carsten S Kramer
Journal:  Beilstein J Org Chem       Date:  2019-10-01       Impact factor: 2.883
  6 in total

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