Assembly of metallo-macrocycles through reductive C-C coupling of alkylnitriles by an Mg-Mg-bonded compound

Yujie Xue; Jijiang Wang; Yalei Shi; Wenhua Xu; Yanxia Zhao; Biao Wu; Xiao Juan Yang

doi:10.1039/d2dt00181k

Assembly of metallo-macrocycles through reductive C-C coupling of alkylnitriles by an Mg-Mg-bonded compound

Yujie Xue, Jijiang Wang, Yalei Shi, Wenhua Xu, Yanxia Zhao, Biao Wu, Xiao Juan Yang^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Northwest University China

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

Abstract

Low-valent metal complexes have attracted much research interest owing to their novel reactivities toward small molecules. Herein the reactivity of the α-diimine-ligated, Mg-Mg-bonded compound [K(THF)₃]₂[LMg-MgL] (1, L = [(2,6-iPr₂C₆H₃)NC(Me)]₂²⁻) with aliphatic nitriles has been studied. Complex 1 readily activates n-alkylnitriles RCuN; R = propyl, butyl, and pentyl) to afford the unique trinuclear magnesium metallo-macrocyclic complexes, [LMg(μ-{(NC-C(R)C(CH₂R)-NH})]₃[K₃(Solv)₆] (2-4: R = -(CH₂)_nCH₃, n = 2, 3, or 4; Solv = THF/DME), through a reductive deprotonation of the α-H of one nitrile molecule and C-C coupling between this α-carbon and the cyanide (CN) group of another nitrile, followed by a 1,3-H shift. The results demonstrate the possibility of assembling supramolecular architectures based on the α-diimine [LMg] fragment through small molecule activation.

Original language	English
Pages (from-to)	4394-4399
Number of pages	6
Journal	Dalton Transactions
Volume	51
Issue number	11
DOIs	https://doi.org/10.1039/d2dt00181k
Publication status	Published - 19 Feb 2022

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@article{1925b494ed4748ea8029bb4cf907dc6d,

title = "Assembly of metallo-macrocycles through reductive C-C coupling of alkylnitriles by an Mg-Mg-bonded compound",

abstract = "Low-valent metal complexes have attracted much research interest owing to their novel reactivities toward small molecules. Herein the reactivity of the α-diimine-ligated, Mg-Mg-bonded compound [K(THF)3]2[LMg-MgL] (1, L = [(2,6-iPr2C6H3)NC(Me)]22−) with aliphatic nitriles has been studied. Complex 1 readily activates n-alkylnitriles RCuN; R = propyl, butyl, and pentyl) to afford the unique trinuclear magnesium metallo-macrocyclic complexes, [LMg(μ-{(NC-C(R)C(CH2R)-NH})]3[K3(Solv)6] (2-4: R = -(CH2)nCH3, n = 2, 3, or 4; Solv = THF/DME), through a reductive deprotonation of the α-H of one nitrile molecule and C-C coupling between this α-carbon and the cyanide (CN) group of another nitrile, followed by a 1,3-H shift. The results demonstrate the possibility of assembling supramolecular architectures based on the α-diimine [LMg] fragment through small molecule activation.",

author = "Yujie Xue and Jijiang Wang and Yalei Shi and Wenhua Xu and Yanxia Zhao and Biao Wu and Yang, {Xiao Juan}",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry",

year = "2022",

month = feb,

day = "19",

doi = "10.1039/d2dt00181k",

language = "English",

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T1 - Assembly of metallo-macrocycles through reductive C-C coupling of alkylnitriles by an Mg-Mg-bonded compound

AU - Xue, Yujie

AU - Wang, Jijiang

AU - Shi, Yalei

AU - Xu, Wenhua

AU - Zhao, Yanxia

AU - Wu, Biao

AU - Yang, Xiao Juan

PY - 2022/2/19

Y1 - 2022/2/19

N2 - Low-valent metal complexes have attracted much research interest owing to their novel reactivities toward small molecules. Herein the reactivity of the α-diimine-ligated, Mg-Mg-bonded compound [K(THF)3]2[LMg-MgL] (1, L = [(2,6-iPr2C6H3)NC(Me)]22−) with aliphatic nitriles has been studied. Complex 1 readily activates n-alkylnitriles RCuN; R = propyl, butyl, and pentyl) to afford the unique trinuclear magnesium metallo-macrocyclic complexes, [LMg(μ-{(NC-C(R)C(CH2R)-NH})]3[K3(Solv)6] (2-4: R = -(CH2)nCH3, n = 2, 3, or 4; Solv = THF/DME), through a reductive deprotonation of the α-H of one nitrile molecule and C-C coupling between this α-carbon and the cyanide (CN) group of another nitrile, followed by a 1,3-H shift. The results demonstrate the possibility of assembling supramolecular architectures based on the α-diimine [LMg] fragment through small molecule activation.

AB - Low-valent metal complexes have attracted much research interest owing to their novel reactivities toward small molecules. Herein the reactivity of the α-diimine-ligated, Mg-Mg-bonded compound [K(THF)3]2[LMg-MgL] (1, L = [(2,6-iPr2C6H3)NC(Me)]22−) with aliphatic nitriles has been studied. Complex 1 readily activates n-alkylnitriles RCuN; R = propyl, butyl, and pentyl) to afford the unique trinuclear magnesium metallo-macrocyclic complexes, [LMg(μ-{(NC-C(R)C(CH2R)-NH})]3[K3(Solv)6] (2-4: R = -(CH2)nCH3, n = 2, 3, or 4; Solv = THF/DME), through a reductive deprotonation of the α-H of one nitrile molecule and C-C coupling between this α-carbon and the cyanide (CN) group of another nitrile, followed by a 1,3-H shift. The results demonstrate the possibility of assembling supramolecular architectures based on the α-diimine [LMg] fragment through small molecule activation.

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U2 - 10.1039/d2dt00181k

DO - 10.1039/d2dt00181k

M3 - Article

C2 - 35194625

AN - SCOPUS:85126830441

SN - 1477-9226

VL - 51

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EP - 4399

JO - Dalton Transactions

JF - Dalton Transactions

IS - 11

ER -

Assembly of metallo-macrocycles through reductive C-C coupling of alkylnitriles by an Mg-Mg-bonded compound

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