Category Ranking
98%
Total Visits
921
Avg Visit Duration
2 minutes
Citations
20
Article Abstract
Silver-mediated phosphacyclic ring expansion with strategic placement of phosphorus and dimethyl acetylenedicarboxylate (DMAD) on Vat Orange 3 was carried out. The target compounds possess narrow HOMO-LUMO energy gaps as low as 2.02 eV, with pronounced absorption across the visible region of the optical spectrum and intense luminescence at 691 nm, with impressive quantum yields of up to 70%. Moreover, the P-based conjugated materials exhibit reversible reduction events as low as -0.98 V.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.orglett.5c02913 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
From Aqua Green to Deep Red in One Step: Targeted Design of a Highly Luminescent Phosphacyclic Vat Orange 3 Dye.
Org Lett
September 2025
Department of Chemistry, York University, 4700 Keele Street, Toronto, Ontario M3J 1P3, Canada.
Silver-mediated phosphacyclic ring expansion with strategic placement of phosphorus and dimethyl acetylenedicarboxylate (DMAD) on Vat Orange 3 was carried out. The target compounds possess narrow HOMO-LUMO energy gaps as low as 2.02 eV, with pronounced absorption across the visible region of the optical spectrum and intense luminescence at 691 nm, with impressive quantum yields of up to 70%.
View Article and Find Full Text PDFEn Route to Anthanthrenes through Bottom-up APEX Strategy by -C-H Activation.
Org Lett
April 2025
Department of Chemistry, Indian Institute of Technology Kharagpur, Kharagpur 721302, India.
Accessing PAHs having all zigzag edges remains elusive, and this work demonstrates a general synthetic strategy for the construction of one such scaffold, namely, anthanthrene, through Ru(II)-catalyzed APEX reaction at the masked-bay region. The protocol efficiently delivers a range of uniquely substituted anthanthrenes with excellent regioselectivity, which is supported by DFT studies. The synthesis of anthanthrone derivatives, a core structure of vat orange dyes, is another highlight of this study.
View Article and Find Full Text PDFFrom flat to twisted - multifunctional phosphacyclic nanocarbons based on Vat Orange 3.
Chem Sci
February 2025
Department of Chemistry, York University 4700 Keele St Toronto ON M3J 1P3 Canada.
The field of π-conjugated organic materials has seen significant advances in recent years. However, enhancing the functionality of well-established, mass-produced compounds remains a considerable challenge, despite being an intriguing strategy for designing high-value organic materials with low production costs. In this context, vat dyes, known for their wide range of colors and extensive use in the textile industry are particularly attractive.
View Article and Find Full Text PDFSynthesis of Contorted Polycyclic Aromatic Compounds via Alkyne Benzannulation on Zigzag-Edged Dibenzochrysene Derivatives.
Chemistry
January 2025
Département de Chimie and Centre de Recherche sur les Matériaux Avancés (CERMA), Université Laval, Pavillon A.-Vachon, 1045 Ave de la Médecine, Québec, G1 V 0 A6, Canada E-mail.
Organic dyes are interesting building blocks for the preparation of organic semiconductors as they possess synthetic handles that can be used to functionalize them and, consequently, change their electronic properties. However, reactions to extend their π-conjugated framework through ring annulation have only been scarcely tested. Herein, we report the use of alkyne benzannulation on 2,8-dibromo-dibenzo[def,mno]chrysene (vat orange 3) and 2,9-dibromo-dibenzo[b,def]chrysene (vat orange 1) to extend the conjugation and reduce their bandgap.
View Article and Find Full Text PDFA GIPR antagonist conjugated to GLP-1 analogues promotes weight loss with improved metabolic parameters in preclinical and phase 1 settings.
Nat Metab
February 2024
Amgen Early Development, Amgen, Thousand Oaks, CA, USA.
Obesity is a major public health crisis. Multi-specific peptides have emerged as promising therapeutic strategies for clinical weight loss. Glucagon-like peptide-1 (GLP-1) and glucose-dependent insulinotropic polypeptide (GIP) are endogenous incretins that regulate weight through their receptors (R).
View Article and Find Full Text PDF