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Helicate tris(aryl)carbinolates bearing pendant NR2 donors – a new family of supporting ligands for the synthesis of Sc3+ alkyl complexes

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Taranenko G. R. et al. Helicate tris(aryl)carbinolates bearing pendant NR2 donors – a new family of supporting ligands for the synthesis of Sc3+ alkyl complexes // Mendeleev Communications. 2022. Vol. 32. No. 6. pp. 777-779.
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Taranenko G. R., Selikhov A. N., Nelyubina Y. V., Trifonov A. A. Helicate tris(aryl)carbinolates bearing pendant NR2 donors – a new family of supporting ligands for the synthesis of Sc3+ alkyl complexes // Mendeleev Communications. 2022. Vol. 32. No. 6. pp. 777-779.
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TY - JOUR
DO - 10.1016/j.mencom.2022.11.023
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.11.023
TI - Helicate tris(aryl)carbinolates bearing pendant NR2 donors – a new family of supporting ligands for the synthesis of Sc3+ alkyl complexes
T2 - Mendeleev Communications
AU - Taranenko, Gleb R
AU - Selikhov, Alexander Nikolaevich
AU - Nelyubina, Yulia Vladimirovna
AU - Trifonov, Aleksandr Anatol'evich
PY - 2022
DA - 2022/10/21
PB - Mendeleev Communications
SP - 777-779
IS - 6
VL - 32
ER -
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@article{2022_Taranenko,
author = {Gleb R Taranenko and Alexander Nikolaevich Selikhov and Yulia Vladimirovna Nelyubina and Aleksandr Anatol'evich Trifonov},
title = {Helicate tris(aryl)carbinolates bearing pendant NR2 donors – a new family of supporting ligands for the synthesis of Sc3+ alkyl complexes},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.11.023},
number = {6},
pages = {777--779},
doi = {10.1016/j.mencom.2022.11.023}
}
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Taranenko, Gleb R., et al. “Helicate tris(aryl)carbinolates bearing pendant NR2 donors – a new family of supporting ligands for the synthesis of Sc3+ alkyl complexes.” Mendeleev Communications, vol. 32, no. 6, Oct. 2022, pp. 777-779. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.11.023.

Keywords

alkoxide anion
bis(alkyl) complexes
carbinol
donor ligand
helical chirality
rare-earth metals
scandium complexes

Abstract

The reactions of aryllithium reagents o-LiC6H4CH2NR2 with (MeO)2CO afford two new tris(aryl)carbinols bearing pendant-NR2 donor groups in the side chain [o-R NCH C H ] COH [R = Me, R + R = (CH) ]. These alcohols feature helical chirality due to differently inclined aromatic fragments and are presented in a crystalline cell as two M and P enantiomers. Carbinol (R = Me) readily reacts with (Me3SiCH2)3Sc(THF)2 to give a scandium bis(alkyl) complex [(o-C6H4CH2NMe2)3CO]Sc(CH2SiMe3)2 featuring rigid binding of the alkoxy anion through a κ1-O, κ2-N chelating coordination mode

References

1.
(a) S. A. Cotton, Coord. Chem. Rev., 1997, 160, 93; (b) F. T. Edelmann, D. M. M. Freckmann and H. Schumann, Chem. Rev., 2002, 102, 1851; (c) R. Litlabø, M. Zimmermann, K. Saliu, J. Takats, K. W. Törnroos and R. Anwander, Angew. Chem., Int. Ed., 2008, 47, 9560; (d) M. Nishiura and Z. Hou, Nat. Chem., 2010, 2, 257; (e) W. Fegler, A. Venugopal, M. Kramer and J. Okuda, Angew. Chem., Int. Ed., 2015, 54, 1724; (f) J. Okuda, Coord. Chem. Rev., 2017, 340, 2; (g) D. Schädle and R. Anwander, Chem. Soc. Rev., 2019, 48, 5752; (h) L. Giusti, V. R. Landaeta, M. Vanni, J. A. Kelly, R. Wolf and M. Caporali, Coord. Chem. Rev., 2021, 441, 213927; (i) Y. Guan, E. Lu and X. Xu, J. Rare Earths, 2021, 39, 1017; (j) F. Ortu, Chem. Rev., 2022, 122, 6040.
3.
Homoleptic Rare-Earth Metal Complexes Containing Ln−C σ-Bonds
5.
(d)A. A. Trifonov and D. M. Lyubov, Coord. Chem. Rev., 2017, 254, 1327
6.
Alkyl complexes of divalent lanthanides and heavy alkaline earth metals
Khristolyubov D.O., Lyubov D.M., Trifonov A.A.
Russian Chemical Reviews, 2021
7.
Rare-earth metal catalysts for alkene hydrosilylation
Liu D., Liu B., Pan Z., Li J., Cui C.
Science China Chemistry, 2019
9.
Rare‐earth metal‐catalyzed hydroboration of unsaturated compounds
Nie K., Han Y., Wang C., Cheng X.
Applied Organometallic Chemistry, 2021
15.
C–H Polyaddition of Dimethoxyarenes to Unconjugated Dienes by Rare Earth Catalysts
Shi X., Nishiura M., Hou Z.
Journal of the American Chemical Society, 2016
16.
Asymmetric Yttrium-Catalyzed C(sp3)−H Addition of 2-Methyl Azaarenes to Cyclopropenes
Luo Y., Teng H., Nishiura M., Hou Z.
Angewandte Chemie - International Edition, 2017
17.
α-C—H Alkylation of Methyl Sulfides with Alkenes by a Scandium Catalyst
Luo Y., Ma Y., Hou Z.
Journal of the American Chemical Society, 2017
18.
Functionalization of the C−H Bond of N‐Heteroaromatics Assisted by Early Transition‐Metal Complexes
Nagae H., Kundu A., Inoue M., Tsurugi H., Mashima K.
Asian Journal of Organic Chemistry, 2018
22.
Regiodivergent C–H Alkylation of Quinolines with Alkenes by Half-Sandwich Rare-Earth Catalysts
Lou S., Zhang L., Luo Y., Nishiura M., Luo G., Luo Y., Hou Z.
Journal of the American Chemical Society, 2020
23.
Ortho ‐C–H addition of 2‐substituted pyridines with alkenes and imines enabled by mono(phosphinoamido)‐rare earth complexes
Lin H., Li Y., Wang J., Zhang M., Jiang T., Li J., Chen Y.
Applied Organometallic Chemistry, 2021
24.
Enantioselective C–H Alkenylation of Ferrocenes with Alkynes by Half-Sandwich Scandium Catalyst
Lou S., Zhuo Q., Nishiura M., Luo G., Hou Z.
Journal of the American Chemical Society, 2021
25.
Modular Access to Spiro-dihydroquinolines via Scandium-Catalyzed Dearomative Annulation of Quinolines with Alkynes
Lou S., Luo G., Yamaguchi S., An K., Nishiura M., Hou Z.
Journal of the American Chemical Society, 2021
26.
CH Bond Activation of Hydrocarbons Mediated by Rare-Earth Metals and Actinides
Huang W., Diaconescu P.L.
Advances in Organometallic Chemistry, 2015
27.
CH Bond Activation by f‐Block Complexes
Arnold P.L., McMullon M.W., Rieb J., Kühn F.E.
Angewandte Chemie - International Edition, 2014
28.
3d Transition Metals for C–H Activation
Gandeepan P., Müller T., Zell D., Cera G., Warratz S., Ackermann L.
Chemical Reviews, 2018
30.
A scandium terminal imido complex: synthesis, structure and DFT studies
31.
Synthesis and Reactivity of a Terminal Scandium Imido Complex
Chu T., Piers W.E., Dutton J.L., Parvez M.
Organometallics, 2012
32.
Intramolecular C–H bond activation induced by a scandium terminal imido complex
Jian Z., Rong W., Mou Z., Pan Y., Xie H., Cui D.
Chemical Communications, 2012
33.
Facile Preparation of a Scandium Terminal Imido Complex Supported by a Phosphazene Ligand
35.
A Rare-Earth Metal Retrospective to Stimulate All Fields.
Wedal J.C., Evans W.J.
Journal of the American Chemical Society, 2021
37.
Carbon-silicon and carbon-carbon bond formation by elimination reactions at metal N-heterocyclic carbene complexes.
Arnold P.L., Turner Z.R., Bellabarba R., Tooze R.P.
Journal of the American Chemical Society, 2011
38.
Activation of carbon dioxide and carbon disulfide by a scandium N-heterocyclic carbene complex
Arnold P.L., Marr I.A., Zlatogorsky S., Bellabarba R., Tooze R.P.
Dalton Transactions, 2014
40.
X-ray structure and conformational study of tris(2-(dimethylamino)phenyl)methanol salt derivatives: Roles of anions and hydrogen bond
42.
Configurationally Stable Tris(tetrathioaryl)methyl Molecular Propellers
Driesschaert B., Robiette R., Le Duff C.S., Collard L., Robeyns K., Gallez B., Marchand-Brynaert J.
European Journal of Organic Chemistry, 2012
43.
OLEX2: a complete structure solution, refinement and analysis program
Dolomanov O.V., Bourhis L.J., Gildea R.J., Howard J.A., Puschmann H.
Journal of Applied Crystallography, 2009
44.
10.1016/j.mencom.2022.11.023_b0165
Sheldrick
Acta Crystallogr., 2015
45.
A short history of SHELX
Sheldrick G.M.
Acta Crystallographica Section A Foundations of Crystallography, 2007