Matches in SemOpenAlex for { <https://semopenalex.org/work/W3181700418> ?p ?o ?g. }
- W3181700418 endingPage "9261" @default.
- W3181700418 startingPage "9252" @default.
- W3181700418 abstract "A bulky and electron-rich N-heterocyclic carbene–palladium complex (SIPr)Ph2Pd(cin)Cl was synthesized and characterized. It was found to be highly efficient and versatile for the coupling of different (hetero)aryl chlorides with various (hetero)aryl amines at room temperature, especially for the challenging amination of five- or six-membered ring heteroaryl chlorides with five- or six-membered ring heteroaryl amines. It was also successfully applied with high yields to the synthesis of various commercial pharmaceuticals and candidate drugs or compounds with potential pharmacological activities. All of these demonstrate its excellent catalytic efficacy in Buchwald–Hartwig amination and broad application prospects in relevant pharmaceutical preparations. DFT calculations suggest that the steric-induced electronic interaction makes the ligand more electron-donating, and the steric effect effectively regulates the rotation of the iPr-Ph-iPr group in the catalyzed system due to the introduction of the diphenyl skeleton. Considering the electronic effect and the steric effect together, the oxidative addition activation barriers of the (SIPr)Ph2 and (SIPr) ligands are close to each other. Reductive elimination is the rate-determining step of the (SIPr)Ph2Pd(cin)Cl-catalyzed system in the catalytic cycle, and the appropriate steric hindrance of the (SIPr)Ph2 ligand greatly reduces the energy barrier of this step. The perfect combination of the electron-donating and steric hindrance abilities of the ligand significantly improves the catalytic activity." @default.
- W3181700418 created "2021-07-19" @default.
- W3181700418 creator A5001320874 @default.
- W3181700418 creator A5004078791 @default.
- W3181700418 creator A5005392117 @default.
- W3181700418 creator A5011841066 @default.
- W3181700418 creator A5021501724 @default.
- W3181700418 creator A5037408892 @default.
- W3181700418 creator A5037776167 @default.
- W3181700418 creator A5044562088 @default.
- W3181700418 creator A5067483347 @default.
- W3181700418 creator A5067954784 @default.
- W3181700418 creator A5069588278 @default.
- W3181700418 creator A5075760601 @default.
- W3181700418 date "2021-07-12" @default.
- W3181700418 modified "2023-10-16" @default.
- W3181700418 title "A Bulky and Electron-Rich <i>N</i>-Heterocyclic Carbene–Palladium Complex (SIPr)<sup>Ph<sub>2</sub></sup>Pd(cin)Cl: Highly Efficient and Versatile for the Buchwald–Hartwig Amination of (Hetero)aryl Chlorides with (Hetero)aryl Amines at Room Temperature" @default.
- W3181700418 cites W1789705751 @default.
- W3181700418 cites W1971792707 @default.
- W3181700418 cites W1972295548 @default.
- W3181700418 cites W1984839013 @default.
- W3181700418 cites W1984999562 @default.
- W3181700418 cites W1991312972 @default.
- W3181700418 cites W1992514547 @default.
- W3181700418 cites W1992996188 @default.
- W3181700418 cites W1993847723 @default.
- W3181700418 cites W1995794402 @default.
- W3181700418 cites W1997319115 @default.
- W3181700418 cites W1999806452 @default.
- W3181700418 cites W2001889835 @default.
- W3181700418 cites W2003432914 @default.
- W3181700418 cites W2004092781 @default.
- W3181700418 cites W2005227604 @default.
- W3181700418 cites W2020016085 @default.
- W3181700418 cites W2025358565 @default.
- W3181700418 cites W2035313872 @default.
- W3181700418 cites W2043327592 @default.
- W3181700418 cites W2044574828 @default.
- W3181700418 cites W2046286719 @default.
- W3181700418 cites W2047893591 @default.
- W3181700418 cites W2053471689 @default.
- W3181700418 cites W2057247430 @default.
- W3181700418 cites W2058571113 @default.
- W3181700418 cites W2066341046 @default.
- W3181700418 cites W2067226609 @default.
- W3181700418 cites W2069704104 @default.
- W3181700418 cites W2079511824 @default.
- W3181700418 cites W2088440641 @default.
- W3181700418 cites W2093125996 @default.
- W3181700418 cites W2096218508 @default.
- W3181700418 cites W2097225154 @default.
- W3181700418 cites W2100834749 @default.
- W3181700418 cites W2106270951 @default.
- W3181700418 cites W2109254975 @default.
- W3181700418 cites W2119547517 @default.
- W3181700418 cites W2125445981 @default.
- W3181700418 cites W2126541092 @default.
- W3181700418 cites W2131914170 @default.
- W3181700418 cites W2139232869 @default.
- W3181700418 cites W2153139582 @default.
- W3181700418 cites W2156475195 @default.
- W3181700418 cites W2160401113 @default.
- W3181700418 cites W2165145376 @default.
- W3181700418 cites W2165352032 @default.
- W3181700418 cites W2166940042 @default.
- W3181700418 cites W2167038472 @default.
- W3181700418 cites W2167853172 @default.
- W3181700418 cites W2261683138 @default.
- W3181700418 cites W2315309941 @default.
- W3181700418 cites W2316262109 @default.
- W3181700418 cites W2316977792 @default.
- W3181700418 cites W2318912282 @default.
- W3181700418 cites W2327816067 @default.
- W3181700418 cites W2331126116 @default.
- W3181700418 cites W2333206228 @default.
- W3181700418 cites W2333384896 @default.
- W3181700418 cites W2334379314 @default.
- W3181700418 cites W2401522888 @default.
- W3181700418 cites W2407040666 @default.
- W3181700418 cites W2441091839 @default.
- W3181700418 cites W2518640921 @default.
- W3181700418 cites W2525864328 @default.
- W3181700418 cites W2562156704 @default.
- W3181700418 cites W2593787485 @default.
- W3181700418 cites W2612886074 @default.
- W3181700418 cites W2625276139 @default.
- W3181700418 cites W2626775272 @default.
- W3181700418 cites W2737012259 @default.
- W3181700418 cites W2738751240 @default.
- W3181700418 cites W2750756823 @default.
- W3181700418 cites W2762330931 @default.
- W3181700418 cites W2765331624 @default.
- W3181700418 cites W2765810060 @default.
- W3181700418 cites W2766669879 @default.
- W3181700418 cites W2781753848 @default.
- W3181700418 cites W2782759134 @default.
- W3181700418 cites W2789399617 @default.
- W3181700418 cites W2870375671 @default.