Abstract
Highly stable iminophosphanes, obtained from alkylating nitriles and reaction of the resulting nitrilium ions with secondary phosphanes, were explored as tunable P-monodentate and 1,3-P,N bidentate ligands in rhodium complexes. X-ray crystal structures are reported for both κ1 and κ2 complexes with the counterion in one of them being an unusual anionic coordination polymer of silver triflate. The iminophosphane-based ruthenium(II)-catalyzed hydration of benzonitrile in 1,2-dimethoxyethane (180 °C, 3 h) and water (100 °C, 24 h) and under solvent free conditions (180 °C, 3 h) results in all cases in the selective formation of benzamide with yields of up to 96%, thereby outperforming by far the reactions in which the common 2-pyridyldiphenylphosphane is used as the 1,3-P,N ligand.
| Original language | English |
|---|---|
| Pages (from-to) | 1079-1090 |
| Number of pages | 12 |
| Journal | Organometallics |
| Volume | 36 |
| Issue number | 5 |
| DOIs | |
| Publication status | Published - 13 Mar 2017 |
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Iminophosphanes : Synthesis, Rhodium Complexes, and Ruthenium(II)-Catalyzed Hydration of Nitriles. / Rong, Mark K.; Van Duin, Koen; Van Dijk, Tom; De Pater, Jeroen J.M.; Deelman, Berth Jan; Nieger, Martin; Ehlers, A. W.; Slootweg, J. Chris; Lammertsma, Koop.
In: Organometallics, Vol. 36, No. 5, 13.03.2017, p. 1079-1090.Research output: Contribution to Journal › Article › Academic › peer-review
TY - JOUR
T1 - Iminophosphanes
T2 - Synthesis, Rhodium Complexes, and Ruthenium(II)-Catalyzed Hydration of Nitriles
AU - Rong, Mark K.
AU - Van Duin, Koen
AU - Van Dijk, Tom
AU - De Pater, Jeroen J.M.
AU - Deelman, Berth Jan
AU - Nieger, Martin
AU - Ehlers, A. W.
AU - Slootweg, J. Chris
AU - Lammertsma, Koop
PY - 2017/3/13
Y1 - 2017/3/13
N2 - Highly stable iminophosphanes, obtained from alkylating nitriles and reaction of the resulting nitrilium ions with secondary phosphanes, were explored as tunable P-monodentate and 1,3-P,N bidentate ligands in rhodium complexes. X-ray crystal structures are reported for both κ1 and κ2 complexes with the counterion in one of them being an unusual anionic coordination polymer of silver triflate. The iminophosphane-based ruthenium(II)-catalyzed hydration of benzonitrile in 1,2-dimethoxyethane (180 °C, 3 h) and water (100 °C, 24 h) and under solvent free conditions (180 °C, 3 h) results in all cases in the selective formation of benzamide with yields of up to 96%, thereby outperforming by far the reactions in which the common 2-pyridyldiphenylphosphane is used as the 1,3-P,N ligand.
AB - Highly stable iminophosphanes, obtained from alkylating nitriles and reaction of the resulting nitrilium ions with secondary phosphanes, were explored as tunable P-monodentate and 1,3-P,N bidentate ligands in rhodium complexes. X-ray crystal structures are reported for both κ1 and κ2 complexes with the counterion in one of them being an unusual anionic coordination polymer of silver triflate. The iminophosphane-based ruthenium(II)-catalyzed hydration of benzonitrile in 1,2-dimethoxyethane (180 °C, 3 h) and water (100 °C, 24 h) and under solvent free conditions (180 °C, 3 h) results in all cases in the selective formation of benzamide with yields of up to 96%, thereby outperforming by far the reactions in which the common 2-pyridyldiphenylphosphane is used as the 1,3-P,N ligand.
UR - http://www.scopus.com/inward/record.url?scp=85017519923&partnerID=8YFLogxK
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U2 - 10.1021/acs.organomet.7b00057
DO - 10.1021/acs.organomet.7b00057
M3 - Article
VL - 36
SP - 1079
EP - 1090
JO - Organometallics
JF - Organometallics
SN - 1520-6041
IS - 5
ER -