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Pregled bibliografske jedinice broj: 756007

Influence of electrostatic repulsive force and electron-withdrawing effect in ionic diphosphine on regioselectivity of rhodium-catalyzed hydroformylation of 1-octene

Li, Yong-Qi; Wang, Peng; Zhang, Heng; Zhao, Xiao-Li; Lu, Yong; Popović, Zora; Liu, Ye
Influence of electrostatic repulsive force and electron-withdrawing effect in ionic diphosphine on regioselectivity of rhodium-catalyzed hydroformylation of 1-octene // Journal of molecular catalysis. A: chemical, 402 (2015), 37-45 doi:10.1016/j.molcata.2015.02.016 (međunarodna recenzija, članak, znanstveni)

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Naslov
Influence of electrostatic repulsive force and electron-withdrawing effect in ionic diphosphine on regioselectivity of rhodium-catalyzed hydroformylation of 1-octene

Autori
Li, Yong-Qi ; Wang, Peng ; Zhang, Heng ; Zhao, Xiao-Li ; Lu, Yong ; Popović, Zora ; Liu, Ye

Izvornik
Journal of molecular catalysis. A: chemical (1381-1169) 402 (2015); 37-45

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Diphosphine; Rhodium Complexes; Hydroformilation; In situ high-pressure FT-IR

Sažetak
The neutral diphosphine of 1 and the corresponding ionic diphosphine of 2 after quaternization 1 byMeOTf were prepared and investigated as the wide bite angle and bulky steric ligands to control theregioselectivity in Rh(acac)(CO)2-catalyzed hydroformylation of 1-octene. As for 2, due to the electrostaticrepulsive force of the two positive charges, the involved two-PPh2were located in trans-position with therelatively longer P1. . .P2 distance [8.0231(11) Å] to prefer to aa-site coordination in trigonal bipyramidH(alkene)Rh(CO)(P–P) intermediate, which renders less bulky steric hindrance for the regioselectivity tolinear aldehyde as a result of low L/B ratio of 1.9. Due to the strong electron-withdrawing effect fromthe positive-charged imidazolium rings on the neighbored P-atoms, 2 with strong π-acceptor ability candevelop π-backdonation interaction between Rh and P linkage to favor the dissociation of CO ligand andfacilitate the selectivity to nonanals. In contrast, 1 with no electrostatic repulsive effect and less sterichindrance, the two-PPh2were able to be conveniently located in cis-position with the relatively shorterP1. . .P2 distance [P1. . .P2, 6.2096(10) Å], which corresponded to the preferential linear regioselectivitywith L/B = 7.1. The in situ high pressure spectroscopy analysis indicated that the involvement of 1 inRh(acac)(CO)2-catalyzed hydroformylation of 1-octene could greatly facilitate the formation and stabilityof the active Rh–H species (ν2047 cm−1).

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA

Ustanove:
Prirodoslovno-matematički fakultet, Zagreb

Profili:

Avatar Url Zora Popović (autor)

Poveznice na cjeloviti tekst rada:

doi dx.doi.org www.sciencedirect.com

Citiraj ovu publikaciju:

Li, Yong-Qi; Wang, Peng; Zhang, Heng; Zhao, Xiao-Li; Lu, Yong; Popović, Zora; Liu, Ye
Influence of electrostatic repulsive force and electron-withdrawing effect in ionic diphosphine on regioselectivity of rhodium-catalyzed hydroformylation of 1-octene // Journal of molecular catalysis. A: chemical, 402 (2015), 37-45 doi:10.1016/j.molcata.2015.02.016 (međunarodna recenzija, članak, znanstveni)
Li, Y., Wang, P., Zhang, H., Zhao, X., Lu, Y., Popović, Z. & Liu, Y. (2015) Influence of electrostatic repulsive force and electron-withdrawing effect in ionic diphosphine on regioselectivity of rhodium-catalyzed hydroformylation of 1-octene. Journal of molecular catalysis. A: chemical, 402, 37-45 doi:10.1016/j.molcata.2015.02.016.
@article{article, author = {Li, Yong-Qi and Wang, Peng and Zhang, Heng and Zhao, Xiao-Li and Lu, Yong and Popovi\'{c}, Zora and Liu, Ye}, year = {2015}, pages = {37-45}, DOI = {10.1016/j.molcata.2015.02.016}, keywords = {Diphosphine, Rhodium Complexes, Hydroformilation, In situ high-pressure FT-IR}, journal = {Journal of molecular catalysis. A: chemical}, doi = {10.1016/j.molcata.2015.02.016}, volume = {402}, issn = {1381-1169}, title = {Influence of electrostatic repulsive force and electron-withdrawing effect in ionic diphosphine on regioselectivity of rhodium-catalyzed hydroformylation of 1-octene}, keyword = {Diphosphine, Rhodium Complexes, Hydroformilation, In situ high-pressure FT-IR} }
@article{article, author = {Li, Yong-Qi and Wang, Peng and Zhang, Heng and Zhao, Xiao-Li and Lu, Yong and Popovi\'{c}, Zora and Liu, Ye}, year = {2015}, pages = {37-45}, DOI = {10.1016/j.molcata.2015.02.016}, keywords = {Diphosphine, Rhodium Complexes, Hydroformilation, In situ high-pressure FT-IR}, journal = {Journal of molecular catalysis. A: chemical}, doi = {10.1016/j.molcata.2015.02.016}, volume = {402}, issn = {1381-1169}, title = {Influence of electrostatic repulsive force and electron-withdrawing effect in ionic diphosphine on regioselectivity of rhodium-catalyzed hydroformylation of 1-octene}, keyword = {Diphosphine, Rhodium Complexes, Hydroformilation, In situ high-pressure FT-IR} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus

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