Mechanisms for the synthesis of conjugated enynes from diphenylacetylene and trimethylsilylacetylene catalyzed by a nickel(0) complex: DFT study of ligand-controlled selectivity
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| 024 | 7 | 0 | |a 10.1007/s00894-015-2672-7 |2 doi |
| 035 | |a (NATIONALLICENCE)springer-10.1007/s00894-015-2672-7 | ||
| 245 | 0 | 0 | |a Mechanisms for the synthesis of conjugated enynes from diphenylacetylene and trimethylsilylacetylene catalyzed by a nickel(0) complex: DFT study of ligand-controlled selectivity |h [Elektronische Daten] |c [Cheng Huang, Rongxing He, Wei Shen, Ming Li] |
| 520 | 3 | |a Density functional theory (DFT) was utilized to elucidate the reaction mechanisms of and the key factors that influence the Ni(0)-catalyzed cross-dimerization and -trimerization of trimethylsilylacetylene (R1) and diphenylacetylene (R2). Calculated results revealed that the electron-donating ability of the ligand plays a crucial role in determining the regionselectivity of this tandem reaction. The use of strongly electron-donating ligands favors the formation of cross-dimer intermediates, whereas cross-trimer products can easily be synthesized using weakly electron-donating ligands. A simple method of estimating the electron-donating abilities of different ligands based on the Mulliken charge distribution of the ligand-ligand pair was employed. The present theoretical results allow us to elucidate the reaction mechanisms for and to identify the factors that exert the greatest influence on the ligand-controlled cross-dimerization and -trimerization of trimethylsilylacetylene and diphenylacetylene. Guidelines for the design of novel ligand systems with Ni(0) catalysts are also proposed. Graphical Abstract The electron-donating abilities of two different ligands | |
| 540 | |a Springer-Verlag Berlin Heidelberg, 2015 | ||
| 690 | 7 | |a Diphenylacetylene |2 nationallicence | |
| 690 | 7 | |a Trimethylsilylacetylene |2 nationallicence | |
| 690 | 7 | |a DFT |2 nationallicence | |
| 690 | 7 | |a Ligand |2 nationallicence | |
| 690 | 7 | |a Selectivity |2 nationallicence | |
| 700 | 1 | |a Huang |D Cheng |u School of Chemistry and Chemical Engineering, Southwest University, 400715, Chongqing, China |4 aut | |
| 700 | 1 | |a He |D Rongxing |u School of Chemistry and Chemical Engineering, Southwest University, 400715, Chongqing, China |4 aut | |
| 700 | 1 | |a Shen |D Wei |u School of Chemistry and Chemical Engineering, Southwest University, 400715, Chongqing, China |4 aut | |
| 700 | 1 | |a Li |D Ming |u School of Chemistry and Chemical Engineering, Southwest University, 400715, Chongqing, China |4 aut | |
| 773 | 0 | |t Journal of Molecular Modeling |d Springer Berlin Heidelberg |g 21/5(2015-05-01), 1-15 |x 1610-2940 |q 21:5<1 |1 2015 |2 21 |o 894 | |
| 856 | 4 | 0 | |u https://doi.org/10.1007/s00894-015-2672-7 |q text/html |z Onlinezugriff via DOI |
| 898 | |a BK010053 |b XK010053 |c XK010000 | ||
| 900 | 7 | |a Metadata rights reserved |b Springer special CC-BY-NC licence |2 nationallicence | |
| 908 | |D 1 |a research-article |2 jats | ||
| 949 | |B NATIONALLICENCE |F NATIONALLICENCE |b NL-springer | ||
| 950 | |B NATIONALLICENCE |P 856 |E 40 |u https://doi.org/10.1007/s00894-015-2672-7 |q text/html |z Onlinezugriff via DOI | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Huang |D Cheng |u School of Chemistry and Chemical Engineering, Southwest University, 400715, Chongqing, China |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a He |D Rongxing |u School of Chemistry and Chemical Engineering, Southwest University, 400715, Chongqing, China |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Shen |D Wei |u School of Chemistry and Chemical Engineering, Southwest University, 400715, Chongqing, China |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Li |D Ming |u School of Chemistry and Chemical Engineering, Southwest University, 400715, Chongqing, China |4 aut | ||
| 950 | |B NATIONALLICENCE |P 773 |E 0- |t Journal of Molecular Modeling |d Springer Berlin Heidelberg |g 21/5(2015-05-01), 1-15 |x 1610-2940 |q 21:5<1 |1 2015 |2 21 |o 894 | ||