Theoretical study of C-arylations with aryl halides to determine the reaction mechanism, the effect of substituents and heteroatoms
文献情報
Rocío Durán, Barbara Herrera
Carbon arylations are very important in the pharmaceutical industry. New synthesis routes are often studied with the objective of trying to insert new bonds and substituents into an organic framework. Ullman reactions have been very useful in this context. In light of this, a wB97XD/6-311g set of Ullman-like reactions among substituted amide arylations with iodoaniline were theoretically studied in order to understand their intrinsic reactivity and their reaction mechanisms. The studied systems included unsubstituted (C), sulphur (S), synthesized by the authors in a previous experimental work. In this study, amino (NH) and butyloxycarbonyl (NBoc) amides were added. IRC calculations on catalyzed species showed that the catalyst lowers the reaction barrier, and changes the reactivity in order to lower the nitrogen charge. The reaction mechanism proceeds by binding the CuI catalyst and N,N-dimethylethylenediamine (DMEN) to the N lactam, in a barrierless reaction, thereby activating the nitrogen to bond with the aryl iodine through a nucleophilic substitution, and thus recovering the catalyst.
関連文献
A paper microfluidic device based colorimetric sensor for the detection and discrimination of elapid versus viper envenomation
Lakshmi Narashimhan Ramana, Santosh S. Mathapati, Nitin Salvi, M. V. Khadilkar, Anita Malhotra, Tarun Kumar Sharma
DOI: 10.1039/D1AN01698A
A comparison of electron density from Hirshfeld-atom refinement, X-ray wavefunction refinement and multipole refinement on three urea derivatives
Lilianna Chęcińska, Wolfgang Morgenroth, Carsten Paulmann, Dylan Jayatilaka, Birger Dittrich
DOI: 10.1039/C2CE26964C
Thermal annealing reduces geminate recombination in TQ1:N2200 all-polymer solar cells
Safakath Karuthedath, Armantas Melianas, Zhipeng Kan, Vytenis Pranculis, Markus Wohlfahrt, Jafar I. Khan, Julien Gorenflot, Yuxin Xia, Olle Inganäs, Vidmantas Gulbinas, Martijn Kemerink, Frédéric Laquai
DOI: 10.1039/C8TA01692E
A ratiometric fluorescence strategy based on polyethyleneimine surface-modified carbon dots and Eosin Y for the ultrasensitive determination of protamine and trypsin
Wenying Sun, Feng Zhang, Mengke Wang, Nan Wang, Guannan Wang, Xingguang Su
DOI: 10.1039/D1AN02138A
Facile growth of silver crystals with greatly varied morphologies by PEO-PPO-PEO tri-block copolymers
Jing-Cyuan Yang, Chun-Hua Chen, Ren-Jye Wu
DOI: 10.1039/C2CE06385A
Dissociation of large gaseous serine clusters produces abundant protonated serine octamer
Jacob S. Jordan, Evan R. Williams
DOI: 10.1039/D1AN00273B
Synthesis of ε-N-propionyl-, ε-N-butyryl-, and ε-N-crotonyl-lysine containing histone H3 using the pyrrolysine system
Michael J. Gattner, Milan Vrabel, Thomas Carell
DOI: 10.1039/C2CC37836A
Assembly of Zn/Cd coordination polymers containing helixes or polycatenane structures tuned by the tri-pyridyl–bis-amide ligands with different spacer: syntheses, structures, photoluminescent and photocatalytic properties
Xiuli Wang, Jingjing Huang, Lianli Liu, Guocheng Liu, Hongyan Lin, Juwen Zhang, Naili Chen, Yun Qu
DOI: 10.1039/C2CE26892B
The synthesis and electrochemical applications of core–shell MOFs and their derivatives
Zhimin Zhao, Jiawei Ding, Rongmei Zhu, Huan Pang
DOI: 10.1039/C9TA03833G
こちらもおすすめ
(S)-四氢呋喃-3-羧酸の物理化学的性質は何ですか?
CAS番号168395-26-4の(S)-四氢呋喃-3-羧酸は、白色の結晶が特徴的な性質を持ちます。分子量は128.08であり、水に溶けやすく、アルコールなど...
塩基性硫黄化合物1,3-ジメチル-1-[5-(三氟甲基)-1,3,4-硫杂环己二酮-2-基]尿素を含む廃棄物はどのように処理すべきですか?
塩基性硫黄化合物1,3-ジメチル-1-[5-(三氟甲基)-1,3,4-硫杂环己二酮-2-基]尿素を含む廃棄物は、専門的な廃棄処理施設で焼却処理を行うべきです。ま...
インドリジン-2-カルボン酸は安全ですか?
インドリジン-2-カルボン酸は一般的に安全ですが、過度に濃い状態では刺激性があります。取り扱いには適切な防護具を使用し、直接触れや吸入を避ける必要があります。
5-甲基-2-(3-ピリジニル)-1,3-テイゾール-4-オールの市場動向や研究トレンドはどうですか?
5-甲基-2-(3-ピリジニル)-1,3-テイゾール-4-オールは、医薬品や農薬、および合成化学の分野において研究が進められています。市場動向としては、化学物質...
4,4',4''-(嘧啶-2,4,6-三基)三苯甲醛はどのように保存すればよいですか?
4,4',4''-(嘧啶-2,4,6-三基)三苯甲醛は、密閉容器に保管し、避けておくことが重要です。室温で保管し、直射日光を避けてください。
(3aR)-1,3,3-トリフェニルテトラヒドロ-3H-ピロロ[1,2-c][1,3,2]-オキザボロロールについて、適用される法規ガイドラインは何ですか?
(3aR)-1,3,3-トリフェニルテトラヒドロ-3H-ピロロ[1,2-c][1,3,2]-オキザボロロールは、GHS(国際危険物識別ルール)の分類が適用されま...
6-(4-氯苯氧基)吡啶-3-胺の代替品はありますか?
6-(4-氯苯氧基)吡啶-3-胺の代替品としては、他の芳香族アミン化合物や類似の除草剤が考えられます。ただし、他の化合物と同様に、代替品の選択には安全性と効果性...
3-フェニル-3,4-ジヒドロ-2H-1,4-ベンゾキサジンを取り扱う際の実験室安全事項は何ですか?
3-フェニル-3,4-ジヒドロ-2H-1,4-ベンゾキサジンを取り扱う際は、防塵マスク、ゴーグル、ゴム手袋を使用し、ドラフトチャンバー内で作業することを推奨しま...
掲載誌
Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics (PCCP) is an international journal co-owned by 19 physical chemistry and physics societies from around the world. This journal publishes original, cutting-edge research in physical chemistry, chemical physics and biophysical chemistry. To be suitable for publication in PCCP, articles must include significant innovation and/or insight into physical chemistry; this is the most important criterion that reviewers and Editors will judge against when evaluating submissions. The journal has a broad scope and welcomes contributions spanning experiment, theory, computation and data science. Topical coverage includes spectroscopy, dynamics, kinetics, statistical mechanics, thermodynamics, electrochemistry, catalysis, surface science, quantum mechanics, quantum computing and machine learning. Interdisciplinary research areas such as polymers and soft matter, materials, nanoscience, energy, surfaces/interfaces, and biophysical chemistry are welcomed if they demonstrate significant innovation and/or insight into physical chemistry. Joined experimental/theoretical studies are particularly appreciated when complementary and based on up-to-date approaches.













![9,9'-Spirobi[fluoren]-2-amine structure 9,9'-Spirobi[fluoren]-2-amine structure](https://static.chemtradehub.com/structs/118/118951-68-1-0d14.webp)
