Article
Chemistry, Physical
Vinicius Manzoni, Rogerio Gester, Antonio R. da Cunha, Tarciso Andrade-Filho, Rodrigo Gester
Summary: The analysis of solvent effects on the fluorescence and NLO response of thieno[3,4-b]pyrazine was done using s-MC/QM method, showing potential applications in solar cells and biological markers. EC plays a key role in the first hyperpolarizability, with solvent effects being negligible.
JOURNAL OF MOLECULAR LIQUIDS
(2021)
Article
Chemistry, Multidisciplinary
Xuan Yang, Sven M. Elbert, Frank Rominger, Michael Mastalerz
Summary: In this study, a rare type of graphene nanoribbon (GNR) based on coronene, with unique optoelectronic properties, was synthesized using two different approaches. The resulting structurally precise and soluble thieno-fused coronene nanoribbons (CR-1 to CR-4) consist of up to four coronene units connected through benzene rings. The photophysical properties of these nanoribbons were characterized in solution and supported by theoretical calculations.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Physical
Rodrigo Gester, Alberto Torres, Antonio R. da Cunha, Tarciso Andrade-Filho, Vinicius Manzoni
Summary: The theoretical investigation showed that π-conjugated chromophores derived from thieno[3,4-b]pyrazine can have enhanced NLO response, making them suitable for various optoelectronic and photonic applications.
CHEMICAL PHYSICS LETTERS
(2021)
Article
Engineering, Chemical
Daniele Franchi, Matteo Bartolini, Francesco D'Amico, Massimo Calamante, Lorenzo Zani, Gianna Reginato, Alessandro Mordini, Alessio Dessi
Summary: Two novel organic sensitizers, TP1 and TP2, were designed for Dye-Sensitized Solar Cells (DSSC). TP1 followed the classical D-A-p-A design, while TP2 had a symmetric structure with double anchoring functions. Both compounds were synthesized using direct arylation strategies and possibly one-pot desymmetrization. TP1 showed broad and intense light absorption, while TP2 displayed localized absorption in the center of the visible region. Test devices achieved power conversion efficiencies as high as 5.2% under full sun intensity. The transparent DSSC containing TP2 met the transparency requirements for building-integrated photovoltaics (BIPV) and transmitted light that matched the human eye sensitivity spectrum.
Article
Chemistry, Applied
Hyeokjun Kim, Jinhyeon Kang, Hyungju Ahn, In Hwan Jung
Summary: This study focused on the development of red-NIR OPDs by synthesizing low-bandgap PDs and blending them with NFA. It was found that PDs with shallow HOMO energy levels generated the largest ground-state electron transfer at negative bias, leading to an underestimation of R and D* values. Moreover, the contribution of Jd on Jph was significant under weak light irradiation, prompting the modification of existing equations for a better understanding of photodetecting properties.
Article
Chemistry, Multidisciplinary
Dong Meng, Rui Wang, Janice B. Lin, Jonathan Lee Yang, Selbi Nuryyeva, Yu-Che Lin, Shuai Yuan, Zhao-Kui Wang, Elizabeth Zhang, Chengyi Xiao, Danlei Zhu, Lang Jiang, Yepin Zhao, Zhenxing Li, Chenhui Zhu, Kendall N. Houk, Yang Yang
Summary: The study reports a new molecule SFIC-Cl, which exhibits significant potential in organic semiconductor materials and performs well in different devices. SFIC-Cl also demonstrates promising applications, particularly in solar cells.
ADVANCED MATERIALS
(2021)
Article
Chemistry, Applied
Huiqing Hou, Nan Yang, Xiaoming Wu, Yan Lu, Baofa Lan, Shougen Yin
Summary: In this study, three thieno[3,4-b]pyrazine (TP)-containing D-A type conjugated polymers were successfully used to develop multifunctional high-performance organic photodetectors. The polymers exhibited dual-band absorbance, intramolecular charge transfer effect, and efficient ambipolar transport characteristics. They were evaluated as single-active-layer photodetectors and showed superior performance. Notably, these polymers also had the potential for applications in color temperature sensing and secure optical communication.
Article
Polymer Science
Ze-Wang He, Qiang Zhang, Chen-Xi Li, Hong-Ting Han, Yan Lu
Summary: Three alternating conjugated polymers, synthesized via direct arylation polymerization, exhibit moderate bandgap and strong deep red/near-infrared emitting in the solid state. Among them, the PSiTP-based electroluminescence devices show the best performance.
CHINESE JOURNAL OF POLYMER SCIENCE
(2022)
Article
Engineering, Environmental
Ruonan Li, Chao Wang, Chengyi Xiao, Baiqiao Liu, Shijie Liang, Yuhao Li, Yaobin Lu, Yining Sun, Yunhua Xu, Weiwei Li
Summary: The innovation of polymer acceptors through the polymerized small molecular acceptors (PSMAs) strategy has led to significant developments in all-polymer solar cells (all-PSCs). This study focuses on the synthesis of non-fused PSMAs that have a thieno[3,4-c]pyrrole-4,6-dione (TPD) core, with planar configuration, simplified synthesis, and near-infrared absorption. The results show that TPD-based PSMAs have high efficiency in all-PSCs, with the regioregular polymer achieving the highest performance due to efficient exciton separation and charge transport.
CHEMICAL ENGINEERING JOURNAL
(2023)
Article
Chemistry, Physical
Alexandre Goncalves, Antonio Raiol, Antonio R. da Cunha, Vinicius Manzoni, Tarciso Andrade-Filho, Rodrigo Gester
Summary: The study demonstrates that solvents significantly affect the photophysics of TPy, leading to a reversal in the order of the lowest excited states, as well as highlighting the crucial role of long-range interactions in TPy's photophysics.
CHEMICAL PHYSICS LETTERS
(2021)
Article
Biochemistry & Molecular Biology
Egor V. Verbitskiy, Pascal le Poul, Filip Bures, Sylvain Achelle, Alberto Barsella, Yuriy A. Kvashnin, Gennady L. Rusinov, Valery N. Charushin
Summary: In this study, a series of novel V-shaped derivatives were designed and investigated for their electrochemical, photophysical and nonlinear optical properties. The [1,2,5]oxadiazolo[3,4-b]pyrazine fragment was found to be a strong electron-withdrawing group. All compounds exhibited emissions in the solid state, while only the quinoxaline derivatives emitted in a DCM solution. The quinoxaline derivatives demonstrated solvatochromism and extra-large Stokes shifts, indicating twisted intramolecular charge transfer excited states and aggregation induced emission.
Article
Polymer Science
Tengfei Li, Guilong Cai, Yuze Lin, Xinhui Lu, Xiaowei Zhan
Summary: In this study, four near-infrared absorbing fused-ring electron acceptors named nTTIC (n=2, 3, 4, and 5) were synthesized and compared based on different numbers of thieno[3,2-b]thiophene (TT) unit as the electron-donating core. The absorption spectrum of the TTIC series red shifts with increasing TT unit, and the highest occupied molecular orbital (HOMO) upshifts significantly. Notably, 4TTIC and 5TTIC exhibit absorption edges approaching 1100 nm, which is the photoresponse limit of solar cells based on crystal silicon. When blended with polymer donor PM6, the binary-blend organic solar cells based on 3TTIC show the best power conversion efficiency (PCE) of 13.1%. Conversely, devices based on 2TTIC display relatively lower PCE of 8.32%, primarily due to larger energy loss and blue-shifted absorption. 4TTIC and 5TTIC demonstrate poor PCEs below 3% due to insufficient driving force of charge separation caused by very high HOMO.
CHINESE JOURNAL OF POLYMER SCIENCE
(2022)
Article
Chemistry, Organic
Bai-Yu Xue, Chen-Ying Hou, Xiao-Bing Wang, Ming-Sheng Xie, Hai-Ming Guo
Summary: A regio- and enantioselective Friedel-Crafts alkylation/N-hemiacetalization and dehydration sequence using N-methyl-4-aminoindole as the 1,4-bisnucleophile and beta,gamma-unsaturated alpha-ketoesters was reported. The reaction was catalyzed by 5 mol% Ni(ii)-PyBPI complex and resulted in the formation of diverse chiral 7-membered-ring-bridged 3,4-fused tricyclic indoles with good yields (up to 91%) and high enantioselectivity (up to 97% ee). The by-products obtained were 6-membered-ring-bridged 4,5-fused tricyclic indoles.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Inorganic & Nuclear
Buddhadeb Chakraborty, Sumit Sahoo, Raja Narayansamy, Dandamudi Usharani, Harapriya Rath
Summary: The concise syntheses, spectroscopic, solid state X-ray crystal structure and theoretical studies of three electronically appealing new generation hitherto unknown ferrocenyl bridged N-confused heterocyclic macrocycles with (without) fusion are reported. Interestingly, the expanded N-confused fused phlorin (1.1.1.1.1) with the built-in tripentacyclic [5.5.5] moiety exhibits tailing of the NIR absorption band beyond 1000 nm while the nonconjugated porphodimethene and a new generation pi-extended isomeric corrorin analogue exhibit UV-vis absorption.
DALTON TRANSACTIONS
(2021)
Article
Chemistry, Organic
Xiao-De An, Zhonglin Wang, Yao-Bin Shen, Bin Qiu, Jian Xiao
Summary: A [6+1] annulation reaction was reported to construct a polycyclic 3,4-fused azepinoindole skeleton via cascade 1,6-hydridetransfer/cyclization. The newly designed 4-amino-indole-3-carbaldehyde was used as a six-atom synthon, reacting with arylamines and malononitrile to achieve the annulation reaction. The reaction proceeded smoothly under redox-neutral and metal-free conditions, providing a wide range of azepinoindoles in high yields with water as the only byproduct. Additionally, the methodology showcased high step- and atom-economy, highlighting its practicality.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Eric J. Uzelac, Seth C. Rasmussen
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2017)
Biographical-Item
Chemistry, Inorganic & Nuclear
Seth C. Rasmussen
INORGANICA CHIMICA ACTA
(2017)
Article
Chemistry, Organic
Eric J. Uzelac, Casey B. McCausland, Seth C. Rasmussen
JOURNAL OF ORGANIC CHEMISTRY
(2018)
Article
History & Philosophy Of Science
Seth C. Rasmussen
Article
Biochemistry & Molecular Biology
Rylan M. W. Wolfe, Evan W. Culver, Seth C. Rasmussen
Article
Polymer Science
Evan W. Culver, Trent E. Anderson, Juan T. Lopez Navarrete, M. Carmen Ruiz Delgado, Seth C. Rasmussen
Article
Polymer Science
Ted M. Pappenfus, Furqan Almyahi, Nathan A. Cooling, Evan W. Culver, Seth C. Rasmussen, Paul C. Dastoor
MACROMOLECULAR CHEMISTRY AND PHYSICS
(2018)
Article
Chemistry, Organic
Trent E. Anderson, Evan W. Culver, Furqan Almyahi, Paul C. Dastoor, Seth C. Rasmussen
Review
Chemistry, Multidisciplinary
Seth C. Rasmussen
Article
Chemistry, Organic
Sean J. Evenson, Michael E. Mulholland, Trent E. Anderson, Seth C. Rasmussen
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2020)
Book Review
History & Philosophy Of Science
Seth C. Rasmussen
Article
Chemistry, Multidisciplinary
Seth C. Rasmussen
Summary: The article traces the birth of modern organic plastics back to the mid-1800s with semi-synthetic plastics derived from cellulose nitrate, such as Parkesine and celluloid. It also attempts to clarify the differences between related materials like collodion, Parkesine, and celluloid.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Biochemistry & Molecular Biology
Eric J. Uzelac, Irene Badia-Dominguez, Spencer J. Gilman, M. Carmen Ruiz Delgado, Seth C. Rasmussen
Summary: The effects of different end-groups on the optical and electronic properties of a series of oligomers have been investigated, and compared with similar materials.
Article
Chemistry, Physical
Trent E. Anderson, Evan W. Culver, Irene Badia-Dominguez, Wyatt D. Wilcox, Claire E. Buysse, M. Carmen Ruiz Delgado, Seth C. Rasmussen
Summary: This study synthesized a series of model oligomers to investigate the impact of donor-acceptor effects on the design of conjugated materials, with a particular focus on the inclusion of ambipolar units. Thorough photophysical and electrochemical studies, along with density functional theory calculations, were conducted to understand the nature and extent of these effects on the energy levels of frontier orbitals and the HOMO-LUMO energy gap. The revealed relationships provide a deeper understanding of donor-acceptor interactions and their application in conjugated materials.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2021)
Article
Chemistry, Multidisciplinary
Seth C. Rasmussen
Summary: Transmetalation, a fundamental reaction in organometallic chemistry, involves the transfer of carbon ligands from one metal to another. Despite its long history and significant applications in synthetic chemistry, transmetalation is often overlooked in textbooks. This study aims to supplement current textbooks by providing a basic understanding of the details and parameters of this important reaction.