DFT studies on the palladium-catalyzed dearomatization reaction between naphthalene allyl chloride and allyltributylstannane
| LEADER | caa a22 4500 | ||
|---|---|---|---|
| 001 | 605512221 | ||
| 003 | CHVBK | ||
| 005 | 20210128100654.0 | ||
| 007 | cr unu---uuuuu | ||
| 008 | 210128e20151001xx s 000 0 eng | ||
| 024 | 7 | 0 | |a 10.1007/s00894-015-2802-2 |2 doi |
| 035 | |a (NATIONALLICENCE)springer-10.1007/s00894-015-2802-2 | ||
| 245 | 0 | 0 | |a DFT studies on the palladium-catalyzed dearomatization reaction between naphthalene allyl chloride and allyltributylstannane |h [Elektronische Daten] |c [Wei Cao, Dongxu Tian, Dongxue Han] |
| 520 | 3 | |a The Pd-catalyzed dearomatization of naphthalene allyl chloride with allyltributylstannane has been investigated using density functional theory (DFT) calculations at the B3LYP level. The calculations indicate that the (ŋ 1 -allyl)(ŋ 3 -allyl)Pd(PH3) complex is responsible for the formation of ortho-dearomatized product. Moreover it is easy to produce the ortho-dearomatized product when reductive elimination starts from (ŋ 3 -allylnaphthalene)(ŋ 1 -allyl)Pd complex 7, while it is easy to form the para-dearomatized product when reductive elimination starts from (ŋ 3 -allylnaphthalene)(ŋ 1 -allyl)Pd complex 9. The Stille coupling products can't be produced due to high reaction energy barrier. Graphical Abstract Two mechanisms of dearomatization are investigated by DFT, and (ŋ 1 -allyl)(ŋ 3 -allyl)Pd(PH3) complexes are the main intermediates for ortho-dearomatized product. | |
| 540 | |a Springer-Verlag Berlin Heidelberg, 2015 | ||
| 690 | 7 | |a Dearomatization |2 nationallicence | |
| 690 | 7 | |a DFT |2 nationallicence | |
| 690 | 7 | |a NBO |2 nationallicence | |
| 690 | 7 | |a Propenylnaphthalene |2 nationallicence | |
| 700 | 1 | |a Cao |D Wei |u State Key Laboratory of Fine Chemicals, Dalian University of Technology, 116024, Dalian, China |4 aut | |
| 700 | 1 | |a Tian |D Dongxu |u State Key Laboratory of Fine Chemicals, Dalian University of Technology, 116024, Dalian, China |4 aut | |
| 700 | 1 | |a Han |D Dongxue |u State Key Laboratory of Fine Chemicals, Dalian University of Technology, 116024, Dalian, China |4 aut | |
| 773 | 0 | |t Journal of Molecular Modeling |d Springer Berlin Heidelberg |g 21/10(2015-10-01), 1-7 |x 1610-2940 |q 21:10<1 |1 2015 |2 21 |o 894 | |
| 856 | 4 | 0 | |u https://doi.org/10.1007/s00894-015-2802-2 |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/s00894-015-2802-2 |q text/html |z Onlinezugriff via DOI | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Cao |D Wei |u State Key Laboratory of Fine Chemicals, Dalian University of Technology, 116024, Dalian, China |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Tian |D Dongxu |u State Key Laboratory of Fine Chemicals, Dalian University of Technology, 116024, Dalian, China |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Han |D Dongxue |u State Key Laboratory of Fine Chemicals, Dalian University of Technology, 116024, Dalian, China |4 aut | ||
| 950 | |B NATIONALLICENCE |P 773 |E 0- |t Journal of Molecular Modeling |d Springer Berlin Heidelberg |g 21/10(2015-10-01), 1-7 |x 1610-2940 |q 21:10<1 |1 2015 |2 21 |o 894 | ||