Article
Chemistry, Multidisciplinary
Ke Liu, Jing Zhang, Qiyuan Shi, Liping Ding, Taihong Liu, Yu Fang
Summary: This study reports a new strategy for tuning excited-state intramolecular proton transfer (ESIPT) by incorporating an excited-state intramolecular charge transfer (ESICT) process. Three o-carborane derivatives were designed to selectively detect mustard gas simulant using film-based fluorescence sensing. This work provides a reliable strategy for creating high-performance sensing fluorophores via ESIPT manipulation.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Review
Materials Science, Multidisciplinary
Ling Chen, Peng-Yan Fu, Hai-Ping Wang, Mei Pan
Summary: The ESIPT process results in ultrafast keto-enol tautomerism, creating a unique cycle of four energy states and multi-emissions. The discovery of ESIPT materials in solid state has provided more scientific information and novel applications for this family of materials.
ADVANCED OPTICAL MATERIALS
(2021)
Review
Biochemistry & Molecular Biology
Hem C. Joshi, Liudmil Antonov
Summary: Excited-state intramolecular proton transfer (ESIPT) has become an attractive research field with various aspects such as excitation wavelength dependence, anti-Kasha ESIPT, fast and slow ESIPT, reversibility and irreversibility, hydrogen bonding, and geometrical factors. Studies also involve excited-state double proton transfer (ESDPT) mechanisms including concerted and stepwise processes.
Article
Chemistry, Applied
Catia I. C. Esteves, Luis F. B. Fontes, A. Filipa N. Borges, Joao Rocha, Artur M. S. Silva, Samuel Guieu
Summary: It is discovered that 2'-aminochalcones with a strong push-pull character exhibit dual emission due to the Excited State Intramolecular Proton Transfer (ESIPT) between ketoenamine and enol-imine tautomers. The strength of hydrogen bonds is correlated with the tautomerization energy gap, depending on the electron donating or electron withdrawing group on the amine.
Article
Chemistry, Multidisciplinary
Xin Cheng, Huan Hu, Yu Wu, Zhimin Ma, Zhiyong Ma
Summary: We have designed a novel ESIPT mechanophore (HBIA-2OH) through a three-step synthesis. When connected to polyurethane, it exhibits unique photo-gated mechanochromism, achieved through photo-induced formation and force-induced breaking of intramolecular hydrogen bonds during excited-state intramolecular proton transfer (ESIPT). As a control, HBIA@PU shows no response to photo/force. Therefore, HBIA-2OH is a rare mechanophore with photo-gated mechanochromism.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Applied
Jie Ma, Jinlong Li, Rui Yang, Weijian Xue, Qingxia Wang, Shenmiao Li
Summary: The study revealed that N-1 to N-5 exhibit significantly red-shifted UV-vis absorption and emission properties, with N-1 demonstrating dual emission, confirming their ESIPT characteristics. All compounds generated triplet excited states, with N-3 and N-4 showing longer triplet excited state lifetimes and higher photooxidative abilities than the other compounds.
Article
Chemistry, Applied
Quan Huang, Qiang Guo, Jingbo Lan, Jingsong You
Summary: Adjustment of dual emission of keto and enol forms of ESIPT emitters via intramolecular charge transfer effects was achieved by introducing different substituents into specific positions, leading to compounds with different photophysical properties.
Article
Chemistry, Multidisciplinary
Jun-Jie Wu, Ming-Peng Zhuo, Runchen Lai, Sheng-Nan Zou, Chang-Cun Yan, Yi Yuan, Sheng-Yi Yang, Guo-Qing Wei, Xue-Dong Wang, Liang-Sheng Liao
Summary: The study proposed and demonstrated the cascaded occurrence of excited-state intramolecular proton transfer to construct a new energy-level system, achieving efficient population inversion for NIR single-mode lasing.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Nanoscience & Nanotechnology
Shao-Zhe Yi, Bao-Ning Li, Peng-Yan Fu, Mei Pan, Cheng-Yong Su
Summary: A new method for synthesizing pure organic photoluminescent molecules with dual excited-state intramolecular proton transfer (ESIPT) sites was developed. These molecules can emit full-color light from blue, green, and yellow to red, and even white light, depending on the solvents used. The study verified the dual-ESIPT mechanism through experiments on copper ions' selective photoluminescent response and solid-state photoluminescent changes upon the stimulus of organic vapor. Theoretical analysis further supported the experimental results and provided insights for the design and application of advanced dual-ESIPT optical materials.
ACS APPLIED MATERIALS & INTERFACES
(2023)
Article
Chemistry, Physical
Yunxia Han, Yanyan Jia, Ziwei Chen, Peipei Jin, Menghui Jia, Haifeng Pan, Zhenrong Sun, Jinquan Chen
Summary: This study investigates the excited state dynamics of luteolin and quercetin, two natural flavonoids with low fluorescence quantum yields, using femtosecond transient absorption spectroscopy and quantum chemical calculations. The ultrafast ESIPT process in these non-emissive flavonoids is experimentally demonstrated, and it is proposed that the rotation between B-and C-ring after ESIPT is the key to their ultrafast non-radiation decay channels, suggesting their potential as natural sunscreens.
CHEMICAL PHYSICS LETTERS
(2023)
Article
Chemistry, Physical
Xiao Luo, Wei Shi, Yunfan Yang, Yongqing Li
Summary: The study introduced a new fluorescence probe HMBT-LW, successfully detecting O-2(center dot)- ions in living organisms and exploring its excited intramolecular proton transfer mechanism. The experimental results indicated that the emitted fluorescence originated from the isomer structure of HMBT.
JOURNAL OF MOLECULAR LIQUIDS
(2021)
Article
Materials Science, Multidisciplinary
Max Coehlo, Gilles Clavier, Gregory Pieters
Summary: This study describes a novel molecular design that allows the combination of circularly polarized luminescence (CPL) and excited state intramolecular proton transfer (ESIPT) fluorescence. By tethering two ESIPT fluorophores via a readily accessible trans-1,2-diaminocyclohexane scaffold, chiroptical activity can be induced, leading to the synthesis of CPL-active molecules with a large Stokes shift and rare examples of CPL-active purely organic dual-emission materials in a single step and three steps, respectively.
ADVANCED OPTICAL MATERIALS
(2022)
Article
Chemistry, Multidisciplinary
Chang-Cun Yan, Yan-Ping Liu, Wan-Ying Yang, Jun-Jie Wu, Xue-Dong Wang, Liang-Sheng Liao
Summary: By extending the pi-conjugated system of the ESIPT parent core, red-shifted six-level system lasing can be achieved. A new molecular design strategy was proposed and a model molecule was successfully synthesized, with the cascaded double ESIPT process confirmed by calculations and experiments.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Pingping Sun, Devesh R. Kripalani, Weijie Chi
Summary: This study systematically investigated the excited-state intramolecular proton transfer (ESIPT) effect of three 3-thiolflavone derivatives containing sulfur-hydrogen bonds. The presence of intramolecular sulfur-hydrogen bonds was confirmed through bond length analysis, interaction energy calculations, and infrared vibrational spectra. It was found that the electron-withdrawing group stabilizes the tautomer, while the electron-donating group reduces the energy barrier of the ESIPT reaction. Additionally, the substituent group determines the excited-state electronic properties of keto tautomers, with the electron-withdrawing group significantly reducing the radiation rate and the electron-donating group leading to bright emission.
CHEMISTRY-AN ASIAN JOURNAL
(2023)
Article
Biochemistry & Molecular Biology
Junghwa Lee, Pyoungsik Shin, Pi-Tai Chou, Taiha Joo
Summary: The excited state intramolecular proton transfer (ESIPT) dynamics of o-hydroxy analogs of the GFP chromophore were investigated using time-resolved spectroscopies and theoretical calculations. These compounds are an ideal system for studying the influence of electronic properties on the energetics and dynamics of ESIPT, as well as for applications in photonics. Through high-resolution time-resolved fluorescence and quantum chemical methods, the ultrafast ESIPT process was observed in 30 fs. While the ESIPT rates were not affected by the electronic properties of the substituents, the energetics, structures, dynamics following ESIPT, and possibly the product species were found to be distinct. The results suggest that fine tuning the electronic properties of these compounds can modify the molecular dynamics of ESIPT and subsequent structural relaxation to achieve brighter emitters with broad tuning capabilities.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Chemistry, Multidisciplinary
Rajeev S. Muthyala, Deepali Butani, Michelle Nelson, Kiet Tran
JOURNAL OF CHEMICAL EDUCATION
(2017)
Article
Chemistry, Physical
Ashwini Danao, Vijayakumar Ramalingam, Vaidhyanathan Ramamurthy, Rajeev S. Muthyala
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
(2017)
Article
Chemistry, Multidisciplinary
Rajeev S. Muthyala, Wei Wei
JOURNAL OF CHEMICAL EDUCATION
(2013)
Article
Chemistry, Multidisciplinary
Mintu Porel, M. Francesca Ottaviani, Steffen Jockusch, Nicholas J. Turro, V. Ramamurthy
Article
Chemistry, Physical
Liya Thurakkal, Satyam Singh, Rajarshi Roy, Parimal Kar, Sushabhan Sadhukhan, Mintu Porel
Summary: The shift towards multi-targeted small molecules has opened up innovative pathways in drug discovery, which was utilized in investigating drugs for COVID-19. Seventy-six organosulfur compounds were screened for their interactions with multiple SARS-CoV-2 target proteins through molecular dynamics simulation, with Lurasidone and its derivatives showing significant binding affinity against five proteins. Pharmacokinetics, ADMET properties, and target prediction studies further supported the efficacy against SARS-CoV-2.
CHEMICAL PHYSICS LETTERS
(2021)
Article
Polymer Science
Anna Jose, Mintu Porel
Summary: This paper reports a modular synthetic platform for the synthesis of sequence-defined oligomers (SDOs) with tunable backbones and side chains. The structure-activity relationships of the SDOs and their binding affinity with serum proteins were investigated. The results provide valuable information for the design of SDOs for specific applications.
Article
Biochemistry & Molecular Biology
Subba Rao Cheekatla, Liya Thurakkal, Anna Jose, Debashis Barik, Mintu Porel
Summary: A modular platform for the synthesis of tunable aza-oxa-based macrocycles was established, allowing for modulations in the backbone and side-chain functional groups. These macrocycles differ in heteroatom composition and ring size, and were proven to have biomedical applications through their interactions with serum albumin proteins.
Article
Multidisciplinary Sciences
Liya Thurakkal, Pandurangan Nanjan, Mintu Porel
Summary: The design and synthesis of a versatile class of macrocycles with tunable functional groups and ring size are described. The synthesis approach allows for the production of macrocycles in large quantities and incorporates dithiocarbamates, an important functional group, into the macrocyclic backbone without the use of metals. The physicochemical properties of the macrocycles suggest their potential as drug candidates, as demonstrated by their interaction with a model protein.
SCIENTIFIC REPORTS
(2022)
Article
Biochemistry & Molecular Biology
Liya Thurakkal, Subba Rao Cheekatla, Mintu Porel
Summary: In this report, a dithiocarbamate-based organic polymer was developed for the fast removal of iodine, showing high uptake in a short time. The material exhibited faster iodine capture than any existing material and was fully recyclable.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Engineering, Environmental
Liya Thurakkal, Mintu Porel
Summary: A novel class of organic polymer was designed and synthesized to efficiently remove toxic Hg2+ ions by tuning its structure, showing promising applications.
ENVIRONMENTAL SCIENCE-WATER RESEARCH & TECHNOLOGY
(2022)
Article
Chemistry, Physical
Revathy Sahadevan, Anna Jose, Mintu Porel, Sushabhan Sadhukhan
Summary: In this study, lysine, a non-aromatic amino acid, was used as a fluorescence sensor for the detection of Cu2+ and Co2+ ions, as well as colorimetric distinction. The sensor exhibited low cost and ease of use.
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
(2023)
Article
Chemistry, Organic
Debashis Barik, Geethanjali Anand, Subba Rao Cheekatla, Mintu Porel
Summary: In this study, a novel class of star-shaped molecules with tunable properties was designed and synthesized by incorporating two important functional groups, triazole and dithiocarbamate (DTC). The bioactivity of these molecules was compared by binding with blood plasma proteins. The results from both experimental and molecular docking studies showed that the triazole molecule exhibited higher binding affinity towards the proteins compared to the DTC molecule.
Review
Chemistry, Organic
Subba Rao Cheekatla, Debashis Barik, Geethanjali Anand, Rakhi Mol K. M., Mintu Porel
Summary: This review focuses on the synthesis of different varieties of macrocycles bearing indole units using metal-catalyzed strategies. Indole is a valuable constituent in macrocyclic systems and plays a prominent role in various biological applications. The review provides a comprehensive insight into the synthesis of indole-based macrocycles catalyzed by various transition metals over the last two decades. It highlights the importance of novel strategies for C-C bond macrocyclization using metal-catalyzed protocols.
Review
Chemistry, Multidisciplinary
Dan He, Yawen Li, Fuwen Zhao, Yuze Lin
Summary: High trap density in organic solar cells leads to localized charge carriers and reduced carrier lifetime, limiting device efficiency. This feature article summarizes the recent advances of trap suppression by material design and device engineering.
CHEMICAL COMMUNICATIONS
(2024)
Review
Chemistry, Multidisciplinary
Olivier Monfort, Arshitha Madhusudhan, Martin Motola
Summary: This article presents the advantages of coupling photocatalysis and Fenton-based processes for environmental remediation and discusses their synergy. It critically examines the simultaneous triggering of these two processes and provides insights into research approaches. The study aims to enhance understanding of this complex process and highlight the potential integration of new catalysts in current wastewater treatment technology.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Manideepa Dhar, Chittaranjan Mishra, Avijit Das, Uttam Manna
Summary: An approach of 'polymerization of monomers in its aggregated form' has been introduced to tailor the water wettability of fibrous and porous substrates, achieving hydrophobicity to superhydrophobicity transition, as well as patterned wettability. This facile chemical method provides a durable coating with adjustable and patterned wettability for various potential applications.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Saswat Ranjan Bhoi, Chhanda Debnath, Shikha Gandhi
Summary: In this article, a novel catalytic reaction using Pd(0) and Bronsted acid is reported for the synthesis of biologically important imidazolidinone-fused N-heterocycles through redox-neutral intramolecular N-allylation of indoles and pyrroles with alkynes. This atom-economical method is applicable to a wide range of substrates and eliminates the need for leaving groups or oxidizing agents commonly used in traditional allylation reactions.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Longkun Chen, Mingshuai Zhang, Meichen Liu, Zhuoyuan Liu, Yuetong Qiu, Zhilai Zhang, Fuchao Yu, Jiuzhong Huang
Summary: In this study, an efficient Rh(III)-catalyzed selective mono- and dual-C-H bond functionalization/cyclization with iodonium ylide as the sole coupling partner was demonstrated. Fused benzodiazepine skeletons were obtained in excellent yields, providing an improved approach to dual C-H unsymmetrical functionalization.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Alice Kennett, Sven Epple, Gabriella van der Valk, Irene Georgiou, Evelyne Gout, Romain R. Vives, Angela J. Russell
Summary: This study presents the design and synthesis of sulfated disaccharide inhibitors based on IdoA(2S)-GlcNS(6S), which showed potent inhibition of Sulf-2. The results suggest that IdoA(2S)-GlcNS(6S) is the shortest fragment size required for effective inhibition of Sulfs, and a trisulfated disaccharide is identified as the minimal fragment size of heparan sulfate for effective endosulfatase inhibition.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Mauro Garbini, Andrea Brunetti, Riccardo Pedrazzani, Magda Monari, Massimo Marcaccio, Giulio Bertuzzi, Marco Bandini
Summary: The self-adaptability of galvanostatic electrolysis was found to be helpful in a multistage chemo- and diastereoselective electrochemically promoted cyclodimerization of chalcones. Through a series of reductive events, densely functionalized cyclopentanes with five contiguous stereocenters were obtained (25 examples, yields up to 95%, dr values up to >20:1). Further experimental and electrochemical investigations indicated the crucial role of dynamic kinetic resolution of the aldol intermediate in the reaction mechanism.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Dhananjay S. Nipate, Neha Meena, Prakash N. Swami, Krishnan Rangan, Anil Kumar
Summary: In this study, the synthesis of functionalized benzo[a]phenazines and indazolo[2,3-a]quinolines was achieved through Rh(III)-catalyzed oxidative annulation of 2-arylquinoxalines and 2-aryl-2H-indazoles with allyl alcohols. The method showed a wide substrate scope, excellent functional group tolerance, good to high yields of annulated products, and the capability for scaled-up synthesis. A tentative mechanism of the annulation reaction was proposed based on a preliminary mechanistic investigation.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Ruonan Zhang, Abudukadi Tudi, Xia Yang, Xuping Wang, Zhihua Yang, Shujuan Han, Shilie Pan
Summary: A new lead tellurium borate material with a unique fundamental building block [B4O10] was synthesized and found to exhibit high birefringence. The structure-property relationship was discussed using first-principles calculations.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Amresh Kumar Singh, Baishali Thakurta, Anupam Giri, Monalisa Pal
Summary: This study introduces three key concepts for the quick synthesis of large-scale high-quality 2D materials films and their utilization in device fabrication.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Reina Hagiwara, Shun Nishimura, Kosuke Okeyoshi
Summary: A copolymer-conjugated nanocatalytic system has been developed to improve electron transfer and enhance photoinduced H2 generation.
CHEMICAL COMMUNICATIONS
(2024)
