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Reactions of an aluminium(I) diketiminate compound with arenes

Aleksandr Olegovich Dmitrienko 1
Aleksandr Olegovich Dmitrienko
, 
Melanie Pilkington 1
Melanie Pilkington
, 
Georgii Igorevich Nikonov 1
Georgii Igorevich Nikonov
10.1016/j.mencom.2022.01.022
Published 2022-01-03
Communication , Volume 32, Issue 1, 68-70
9
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Dmitrienko A. O., Pilkington M., Nikonov G. I. Reactions of an aluminium(I) diketiminate compound with arenes // Mendeleev Communications. 2022. Vol. 32. No. 1. pp. 68-70.
GOST all authors (up to 50) Copy
Dmitrienko A. O., Pilkington M., Nikonov G. I. Reactions of an aluminium(I) diketiminate compound with arenes // Mendeleev Communications. 2022. Vol. 32. No. 1. pp. 68-70.
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TY - JOUR
DO - 10.1016/j.mencom.2022.01.022
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.01.022
TI - Reactions of an aluminium(I) diketiminate compound with arenes
T2 - Mendeleev Communications
AU - Dmitrienko, Aleksandr Olegovich
AU - Pilkington, Melanie
AU - Nikonov, Georgii Igorevich
PY - 2022
DA - 2022/01/03
PB - Mendeleev Communications
SP - 68-70
IS - 1
VL - 32
ER -
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@article{2022_Dmitrienko,
author = {Aleksandr Olegovich Dmitrienko and Melanie Pilkington and Georgii Igorevich Nikonov},
title = {Reactions of an aluminium(I) diketiminate compound with arenes},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {Mendeleev Communications},
month = {Jan},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.01.022},
number = {1},
pages = {68--70},
doi = {10.1016/j.mencom.2022.01.022}
}
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Dmitrienko, Aleksandr Olegovich, et al. “Reactions of an aluminium(I) diketiminate compound with arenes.” Mendeleev Communications, vol. 32, no. 1, Jan. 2022, pp. 68-70. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.01.022.

Keywords

aluminium complexes
anthracene
diketiminate
fluoranthene
naphthalene
phenanthrene
triphenylene

Abstract

The reactivity of an aluminium(I) diketiminate compound NacNacAl (NacNac is [ArNC(Me)CHC(Me)NAr]−, where Ar is 2,6-diisopropylphenyl) towards arenes has been systematically explored. Heating NacNacAl in benzene results in a fragmentation of the NacNac moiety due to cleavage of the C=N bond, while anthracene adds to the main group carbenoid in a [4+1] fashion. Reactions with phenanthrene, triphenylene and fluoranthene demonstrate a reversible [4+1] addition process.

References

1.
Excited-State Reactions of an Isolable Silylene with Aromatic Compounds
Kira M., Ishida S., Iwamoto T., Kabuto C.
Journal of the American Chemical Society, 2002
2.
From Si(II) to Si(IV) and Back: Reversible Intramolecular Carbon–Carbon Bond Activation by an Acyclic Iminosilylene
Wendel D., Porzelt A., Herz F.A., Sarkar D., Jandl C., Inoue S., Rieger B.
Journal of the American Chemical Society, 2017
3.
A Room-Temperature-Stable Phosphanorcaradiene
Liu L.L., Zhou J., Andrews R., Stephan D.W.
Journal of the American Chemical Society, 2018
6.
Disilene system (R2Si:SiR2). The tetra-tert-butyl derivative
Masamune S., Murakami S., Tobita H.
Organometallics, 1983
7.
A Novel Reactivity of a Silylene: The First Examples of [1 + 2] Cycloaddition with Aromatic Compounds
Suzuki H., Tokitoh N., Okazaki R.
Journal of the American Chemical Society, 1994
8.
Trapping the Elusive Parent Borylene
Bissinger P., Braunschweig H., Kraft K., Kupfer T.
Angewandte Chemie - International Edition, 2011
9.
Facile Synthesis of Dibenzo-7λ3-phosphanorbornadiene Derivatives Using Magnesium Anthracene
Velian A., Cummins C.C.
Journal of the American Chemical Society, 2012
11.
Synthesis of a Dialumene-Benzene Adduct and Its Reactivity as a Synthetic Equivalent of a Dialumene
Agou T., Nagata K., Tokitoh N.
Angewandte Chemie - International Edition, 2013
12.
Cycloaddition of Dialkylalumanyl Anion toward Unsaturated Hydrocarbons in (1+2) and (1+4) Modes
Sugita K., Nakano R., Yamashita M.
Chemistry - A European Journal, 2020
14.
Reactions of an Aluminum(I) Reagent with 1,2-, 1,3-, and 1,5-Dienes: Dearomatization, Reversibility, and a Pericyclic Mechanism
Bakewell C., Garçon M., Kong R.Y., O’Hare L., White A.J., Crimmin M.R.
Inorganic Chemistry, 2020
15.
10.1016/j.mencom.2022.01.022_b0070
Sheldrick
Acta Crystallogr, 2015
16.
10.1016/j.mencom.2022.01.022_b0075
Sheldrick
Acta Crystallogr, 2015
17.
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