Article
Chemistry, Physical
Hui Shen, Lingzheng Wang, Omar Lopez-Estrada, Chengyi Hu, Qingyuan Wu, Dongxu Cao, Sami Malola, Boon K. Teo, Hannu Hakkinen, Nanfeng Zheng
Summary: Copper-hydride nanoclusters stabilized by bidentate N-heterocyclic carbenes and thiolates were successfully synthesized and characterized, showing an unprecedented ultra-high thermal stability. The unique superstructure and controlled properties of the copper nanoclusters demonstrate the power of NHCs in the design of polyhydrido copper clusters.
Article
Chemistry, Inorganic & Nuclear
Yinfu Lu, Jinglan Wang, Yaqian Wu, Shengxian Xu, Feng Zhao, Haifeng He, Yibo Wang
Summary: A series of six copper(I) complexes with benzimidazolylidene-type N-heterocyclic carbene (NHC) ligands were synthesized and studied, showing tunable photophysical properties by adjusting substituents on the pyridine ring. All complexes exhibited lowest-lying metal-to-ligand absorption bands and emitted bright yellow-green light upon UV excitation, with higher emission quantum yields and microsecond-scale excited state lifetimes. The substituents on the pyridine ring were found to impact emission wavelengths, while the introduction of R-1 substituents allowed enhancement of photoluminescence quantum yield. Additional exploration of electronic properties and absorption/emission profiles was done using DFT/TDDFT methods.
Article
Chemistry, Multidisciplinary
Paul Zaby, Jan Blasius, Anna K. Mueller, Steven P. Nolan, Oldamur Holloczki
Summary: The formation mechanism of metal-N-heterocyclic carbene (NHC) complexes from imidazolium salts in the presence of weak bases was investigated through theoretical methods. Quantum chemical calculations revealed that both sodium acetate and trimethylamine facilitate complex formation. Molecular dynamics simulations showed that the ionic nature of the [AuCl2](-) and imidazolium ions, as well as the sodium acetate base, keep these species associated in the reaction mixture through ion pairing. The neutral amine, however, remains mostly separated from the other reaction partners, making it a significantly less effective base.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Organic
Bhupendra Adhikari, Mohsen Teimouri, James W. Akin, Selvam Raju, Sean L. Stokes, Joseph P. Emerson
Summary: Efficient copper catalyst optimized for the cross-coupling reaction between imidazole and other N-heterocyclic nucleophiles with arylboronic acid was investigated. The catalyst showed robust catalytic performance and exhibited tolerance towards various functional groups. The formation of Cu-NHC complex in situ also achieved similar catalytic activity.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Bijin Lin, Xumu Zhang, Cong-Ying Zhou, Chi-Ming Che
Summary: An efficient method for synthesizing a PEGylated N-heterocyclic carbene(NHC)-gold(i) complex was described, which exhibited high reactivity and regio-selectivity in the cyclization of various alkynoic acids and cascade reaction of tryptamine and alkynoic acids in water. A systematic study of double cyclization of dialkynoic acids to construct spiro enol lactones was reported for the first time. Importantly, this water-soluble catalyst could be recycled seven times while maintaining good catalytic activity.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Qi Zhang, Deb Kumar Das, Shuang Yang, Yao Fu, Xinqiang Fang
Summary: The mechanism of N-heterocyclic carbene-catalyzed umpolung of beta,gamma-unsaturated alpha-diketone was found to be more complicated than originally proposed, involving nucleophilic O-acylated homoenolate and electrophilic alpha,beta-unsaturated acyl azolium intermediates. Both DFT calculations and experimental studies confirmed the existence of these key intermediates, leading to a revised mechanism for product formation.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Hang Shen, Michael B. Larsen, Allison G. Roessler, Paul M. Zimmerman, Andrew J. Boydston
Summary: A new flex-activated mechanophore has been discovered, which releases an N-heterocyclic carbene (NHC) under mechanical load. This design demonstrates a promising first step towards flex-activated designs with downstream reactivities, allowing for iterative activation increases in the material through non-destructive compression cycles. The potential modularity of the mechanophore design is highlighted by the demonstration of two different NHC structures.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Josielle Fontes, Igor A. Santos, Leticia B. Rosa, Rochanna L. A. Lima, Ana C. G. Jardim, Danilo C. Miguel, Camilla Abbehausen
Summary: Neglected tropical diseases such as Leishmaniasis and Chikungunya fever pose significant challenges to global public health, particularly in tropical and subtropical countries. In this study, a copper complex (compound 6) showed promising in vitro activity against Leishmonia ornozonensis and Chikungunya virus. The compound exhibited slower ligand exchange and optimal hydrophilic/lipophilic balance, contributing to its superior activity.
Article
Chemistry, Inorganic & Nuclear
Keita Tanaka, Martin-Louis Y. Riu, Brian Valladares, Christopher C. Cummins
Summary: In this study, a new class of Azophosphines and N-heterocyclic iminophosphoranes (NHIPs) were successfully synthesized. The NHIPs exhibited tunability of steric demands and good basicity. The facile and scalable synthesis of NHIPs suggests their potential applications in synthetic chemistry.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Keita Tanaka, Martin-Louis Y. Riu, Brian Valladares, Christopher C. Cummins
Summary: This study presents the preparation and cycloaddition reactions of Azophosphines. The results show that these compounds have good adaptability to phosphorus atom substituents and can generate structures similar to cyclic (alkyl)(amino)carbenes. The NHIPs exhibit strong sigma-donor strengths and basicity, and display unique reactivity in certain reactions. The tunability of steric demands and scalability of these compounds suggest that they may have a wide range of applications in synthetic chemistry.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Abdollah Neshat, Shiva Akbari-Birgani, Mahdi Cheraghi, Shirin Gilanchi, Mohammad Reza Yousefshahi
Summary: A novel heteroleptic gold(I) complex has been synthesized and characterized, with higher anticancer activity compared to cisplatin.
INORGANICA CHIMICA ACTA
(2022)
Article
Chemistry, Organic
Zhen Li, Pengju Ji, Jin-Pei Cheng
Summary: A Brønsted basicity scale was established for nine representative N-heterocyclic olefins (NHOs) using an UV-visible spectroscopic method. The unsaturated NHOs were found to have stronger basicities compared to their N-heterocyclic carbene (NHC) analogues, while the basicities of the saturated NHOs were weaker. The nucleophilicity of the NHOs was also stronger than commonly used Lewis bases but weaker than their NHC analogues.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Polymer Science
Rui Tan, Xiaochun Mu, Haiyang Wang, Yang Li
Summary: By using (i)Pr(2)Im as a Lewis base ligand, beta-H elimination reactions in propylene polymerization were suppressed, resulting in high molecular weight polypropylene and block copolymers. DFT calculations showed that the delocalized electrons in (i)Pr(2)Im could decrease the electro positivity of active sites, providing a convenient strategy for tuning their electronic properties.
Article
Chemistry, Multidisciplinary
Ludwig Zapf, Udo Radius, Maik Finze
Summary: The paper describes the synthesis of 1,3-bis(tricyanoborane)imidazolate anion and its derivatives, including a novel dianionic N-heterocyclic carbene. These compounds exhibit unique electronic and steric properties, making them promising ligands and building blocks for coordination chemistry.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Physical
Liang Yang, Shiyao Deng, Yong Pei
Summary: The structure and bonding properties of N-heterocyclic carbene (NHC) protected silver nanoclusters were investigated using Density Functional Theory (DFT) calculations. The calculations revealed that NHC-VI exhibited the best substituent effect in these silver clusters. These theoretical results provide new insights into the stabilization mechanism of NHC-stabilized atomically precise silver clusters and could assist in the experimental construction of such clusters.
CHEMICAL PHYSICS LETTERS
(2023)
Article
Chemistry, Organic
Anna Szadkowska, Ewelina Zaorska, Sebastian Staszko, Robert Pawlowski, Damian Trzybinski, Krzysztof Wozniak
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2017)
Article
Chemistry, Applied
Robert Pawlowski, Ewelina Zaorska, Sebastian Staszko, Anna Szadkowska
APPLIED ORGANOMETALLIC CHEMISTRY
(2018)
Article
Chemistry, Organic
Filip Stanek, Robert Pawlowski, Jacek Mlynarski, Maciej Stodulski
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2018)
Article
Chemistry, Applied
Anna Szadkowska, Robert Pawlowski, Ewelina Zaorska, Sebastian Staszko, Damian Trzybinski, Krzysztof Wozniak
APPLIED ORGANOMETALLIC CHEMISTRY
(2019)
Review
Biochemistry & Molecular Biology
Robert Pawlowski, Filip Stanek, Maciej Stodulski
Review
Chemistry, Applied
R. Pawlowski, P. Skorka, M. Stodulski
ADVANCED SYNTHESIS & CATALYSIS
(2020)
Article
Chemistry, Organic
Robert Pawlowski, Maciej Stodulski, Jacek Mlynarski
Summary: This study presents an efficient catalytic propargylation of CoQ0 using the cooperative effect of Sc(OTf)(3) and Hantzsch ester. A broad range of propargylic alcohols can be converted into CoQ0 derivatives containing triple bonds in good to excellent yields. The mechanism involving hydroquinone and dimeric propargylic moiety intermediates is discussed.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Energy & Fuels
Sebastian Staszko, Marzena Polka, Pawel Kozikowski
Summary: This paper presents the influence of selected flame retardant additives on heat release rate and thermokinetics properties of epoxy materials made of epoxy resin-Epidian 5. The results show that adding Mg(OH)(2) or Roflam F5 and Al(OH)(3) can reduce the heat release rate and increase the thermal decomposition temperature.
Article
Chemistry, Physical
Sebastian Staszko, Marzena Polka
Summary: The majority of anthropogenic air pollutants are caused by material combustion, industrial production, and transport. Fires not only pollute the air, but also disrupt ecosystems. Understanding flammability parameters and performing flame-retardant modifications can help prevent fires and protect against air pollution.
Article
Chemistry, Organic
Filip Stanek, Robert Pawlowski, Paulina Morawska, Robert Bujok, Maciej Stodulski
ORGANIC & BIOMOLECULAR CHEMISTRY
(2020)
