Deprotonation of 1,1′-methylenebis[4-tert-butyl-2-(diphenylphosphino)-benzene] and its analogues: synthesis and crystal structure of {5-But-2-[4-But-2-(Ph2P)C6H3(Ph)CH]C6H3P(Ph)K(OEt2)}2

Fayoumi, Ahmad; Lyubov, Dmitry Mikhailovich; Cherkasov, Anton Vladimirovich; Fukin, Georgy Konstantinovich; Trifonov, Aleksandr Anatol'evich

doi:10.1016/j.mencom.2019.05.031

Home / Publications / Deprotonation of 1,1′-methylenebis[4-tert-butyl-2-(diphenylphosphino)-benzene] and its analogues: synthesis and crystal structure of {5-Bu^t-2-[4-Bu^t-2-(Ph₂P)C₆H₃(Ph)CH]C₆H₃P(Ph)K(OEt₂)}₂

Deprotonation of 1,1′-methylenebis[4-tert-butyl-2-(diphenylphosphino)-benzene] and its analogues: synthesis and crystal structure of {5-Bu^t-2-[4-Bu^t-2-(Ph₂P)C₆H₃(Ph)CH]C₆H₃P(Ph)K(OEt₂)}₂

Ahmad Fayoumi ¹

Ahmad Fayoumi

,

Dmitry Mikhailovich Lyubov ¹

Dmitry Mikhailovich Lyubov

,

Anton Vladimirovich Cherkasov ¹

Anton Vladimirovich Cherkasov

,

Georgy Konstantinovich Fukin ¹

Georgy Konstantinovich Fukin

,

Aleksandr Anatol'evich Trifonov ^{1, 2}

Aleksandr Anatol'evich Trifonov

0000-0002-9072-4517

¹ G.A. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, Nizhnii Novgorod, Russian Federation

² A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation

10.1016/j.mencom.2019.05.031

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Published 2019-04-26

Communication , Volume 29, Issue 3, 331-333

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Fayoumi A. et al. Deprotonation of 1,1′-methylenebis[4-tert-butyl-2-(diphenylphosphino)-benzene] and its analogues: synthesis and crystal structure of {5-But-2-[4-But-2-(Ph2P)C6H3(Ph)CH]C6H3P(Ph)K(OEt2)}2 // Mendeleev Communications. 2019. Vol. 29. No. 3. pp. 331-333.

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Fayoumi A., Lyubov D. M., Cherkasov A. V., Fukin G. K., Trifonov A. A. Deprotonation of 1,1′-methylenebis[4-tert-butyl-2-(diphenylphosphino)-benzene] and its analogues: synthesis and crystal structure of {5-But-2-[4-But-2-(Ph2P)C6H3(Ph)CH]C6H3P(Ph)K(OEt2)}2 // Mendeleev Communications. 2019. Vol. 29. No. 3. pp. 331-333.

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TY - JOUR

DO - 10.1016/j.mencom.2019.05.031

UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.05.031

TI - Deprotonation of 1,1′-methylenebis[4-tert-butyl-2-(diphenylphosphino)-benzene] and its analogues: synthesis and crystal structure of {5-But-2-[4-But-2-(Ph2P)C6H3(Ph)CH]C6H3P(Ph)K(OEt2)}2

T2 - Mendeleev Communications

AU - Fayoumi, Ahmad

AU - Lyubov, Dmitry Mikhailovich

AU - Cherkasov, Anton Vladimirovich

AU - Fukin, Georgy Konstantinovich

AU - Trifonov, Aleksandr Anatol'evich

PY - 2019

DA - 2019/04/26

PB - Mendeleev Communications

SP - 331-333

IS - 3

VL - 29

ER -

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@article{2019_Fayoumi,

author = {Ahmad Fayoumi and Dmitry Mikhailovich Lyubov and Anton Vladimirovich Cherkasov and Georgy Konstantinovich Fukin and Aleksandr Anatol'evich Trifonov},

title = {Deprotonation of 1,1′-methylenebis[4-tert-butyl-2-(diphenylphosphino)-benzene] and its analogues: synthesis and crystal structure of {5-But-2-[4-But-2-(Ph2P)C6H3(Ph)CH]C6H3P(Ph)K(OEt2)}2},

journal = {Mendeleev Communications},

year = {2019},

volume = {29},

publisher = {Mendeleev Communications},

month = {Apr},

url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.05.031},

number = {3},

pages = {331--333},

doi = {10.1016/j.mencom.2019.05.031}

}

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Fayoumi, Ahmad, et al. “Deprotonation of 1,1′-methylenebis[4-tert-butyl-2-(diphenylphosphino)-benzene] and its analogues: synthesis and crystal structure of {5-But-2-[4-But-2-(Ph2P)C6H3(Ph)CH]C6H3P(Ph)K(OEt2)}2.” Mendeleev Communications, vol. 29, no. 3, Apr. 2019, pp. 331-333. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.05.031.

Abstract

Oxidation of 1,1′-methylenebis[4-tert-butyl-2-(diphenylphosphino) benzene] by H₂O₂ or S₈ in toluene affords two new PCP-type pincer ligands. The methylene group deprotonation in the new ligands as well as in their precursor by n-BuLi or LiCH₂SiMe₃ failed, while the methylene group in the precursor 1,1′-methylenebis[4-tert-butyl-2-(diphenylphosphino)benzene] was readily metallated by Lochmann–Schlosser superbase to form the unstable potassium complex which in turn was readily transformed into new {5-Bu^t-2-[4-Bu^t-2-(Ph₂P)C₆H₃(Ph)CH]C₆H₃P(Ph)K(OEt₂)}₂ complex due to phenyl group migration.

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