Fluorene Complexes of Group 9 Metals: Fluorene Effect and Application for Reductive Amination
Publication type: Journal Article
Publication date: 2019-08-07
scimago Q2
wos Q1
SJR: 0.676
CiteScore: 5.1
Impact factor: 2.9
ISSN: 02767333, 15206041
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
The η6-fluorene cyclopentadienyl complexes [(η5-C5R5)M(η6-fluorene)](SbF6)2 (1: M = Co, R = Me; 2a: M = Rh, R = H; 2b: M = Ir, R = H) were synthesized by the iodide abstraction from [(η5-C5R5)MI2]n with AgSbF6 in the presence of fluorene. The procedure is also suitable for the synthesis of the indenyl derivatives [(η5-indenyl)M(η6-fluorene)](SbF6)2 (3a: M = Rh; 3b: M = Ir) starting from [(η5-indenyl)MI2]n. The structures of [1](SbF6)2 and [2b](SbF6)2 were determined by X-ray diffraction. The rhodium complex [2a](SbF6)2 readily undergoes the replacement of the fluorene ligand by mesitylene, being more reactive than the benzene derivative [CpRh(η6-C6H6)](SbF6)2. According to experimental data and DFT calculations, the fluorene elimination proceeds via a cascade of η6 → η5 → η1 haptotropic rearrangements. The complex [2b](SbF6)2 (at 1 mol % loading) effectively catalyzes the reductive amination reaction between aldehydes (or ketones) and primary aromatic (or secondary aliphatic) amines in the presence of car...
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Kharitonov V. B. et al. Fluorene Complexes of Group 9 Metals: Fluorene Effect and Application for Reductive Amination // Organometallics. 2019. Vol. 38. No. 16. pp. 3151-3158.
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Kharitonov V. B., Podyacheva E., Nelyubina Y. V., Muratov D. V., Peregudov A. S., Denisov G. L., Chusov D., Loginov D. A. Fluorene Complexes of Group 9 Metals: Fluorene Effect and Application for Reductive Amination // Organometallics. 2019. Vol. 38. No. 16. pp. 3151-3158.
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TY - JOUR
DO - 10.1021/acs.organomet.9b00378
UR - https://doi.org/10.1021/acs.organomet.9b00378
TI - Fluorene Complexes of Group 9 Metals: Fluorene Effect and Application for Reductive Amination
T2 - Organometallics
AU - Kharitonov, Vladimir B.
AU - Podyacheva, Evgeniya
AU - Nelyubina, Yulia V.
AU - Muratov, Dmitry V.
AU - Peregudov, A. S.
AU - Denisov, Gleb L
AU - Chusov, Denis
AU - Loginov, Dmitry A.
PY - 2019
DA - 2019/08/07
PB - American Chemical Society (ACS)
SP - 3151-3158
IS - 16
VL - 38
SN - 0276-7333
SN - 1520-6041
ER -
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BibTex (up to 50 authors)
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@article{2019_Kharitonov,
author = {Vladimir B. Kharitonov and Evgeniya Podyacheva and Yulia V. Nelyubina and Dmitry V. Muratov and A. S. Peregudov and Gleb L Denisov and Denis Chusov and Dmitry A. Loginov},
title = {Fluorene Complexes of Group 9 Metals: Fluorene Effect and Application for Reductive Amination},
journal = {Organometallics},
year = {2019},
volume = {38},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/acs.organomet.9b00378},
number = {16},
pages = {3151--3158},
doi = {10.1021/acs.organomet.9b00378}
}
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Kharitonov, Vladimir B., et al. “Fluorene Complexes of Group 9 Metals: Fluorene Effect and Application for Reductive Amination.” Organometallics, vol. 38, no. 16, Aug. 2019, pp. 3151-3158. https://doi.org/10.1021/acs.organomet.9b00378.