Bis(imino)pyridines:  Surprisingly Reactive Ligands and a Gateway to New Families of Catalysts

Gibson, Vernon C.; Redshaw, Carl; Solan, Gregory A.

doi:10.1021/cr068437y

Cited by 800 publications

(452 citation statements)

References 266 publications

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“…Investigation on metal organic complexes represents one of the most active areas of material science and chemical research. Schiff base metal complexes play akey role in the development of coordination chemistry [1][2][3]. Owing to the unique ability of the heterocyclic compounds to form stable chelates with various coordination modes, many crystal structures have been determined [4][5][6][7][8].…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of di-(μ-chloro)-bis{chloro[2-(phenyliminomethyl)-pyridine-k2N,N′]mercury(II)}, Hg2Cl4(C12H10N2)2

Nejad¹,

Olyai²,

Khavasi³

2010

Zeitschrift Für Kristallographie - New Crystal Structures

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C 24H20Cl4Hg2N4,t riclinic, P1 (no. 2), a =8.058(2) Å, b =8.744(2) Å, c =9.867(3) Å, a =105.80(2)°, b =100.49(2)°, g =99.50(2)°, V =640.6 Å 3 , Z =1, R gt (F) =0.059, wR ref (F 2 ) =0.181, T =298 K. Source of materialAll reagents were purchased from Merck and used without further purification. For the preparation of the title compound, HgCl2 (2.71mg, 0.01.mmol) and 2-(phenyliminomethyl)pyridine (3.64 g, 0.01 mmol) were dissolved in methanol (50 ml). The mixture was stirred for 10 min at room temperature. The resulting solution was left in air for afew days, giving yellow crystals of the title compound (yield 5.04 g, 79 %; m.p. 298°C). DiscussionSchiff base metal complexes have been known since the 19 th century. Investigation on metal organic complexes represents one of the most active areas of material science and chemical research. Schiff base metal complexes play akey role in the development of coordination chemistry [1][2][3]. Owing to the unique ability of the heterocyclic compounds to form stable chelates with various coordination modes, many crystal structures have been determined [4][5][6][7][8]. Numerous articles have been published on mercury complexes with Schiff base ligands derived by the condensation of pyridinecarbaldehydes and cyclic amines [9,10]. Arylsubstituted iminopyridine complexes have emerged as apowerful class of catalysts for ahost of important bond-forming reactions including olefin polymerization, hydrogenation, and hydrosilation [11][12][13]. It is also now well-established that iminopyridines are both redox [14] and chemically active ligand, [15] participating in electron transfer, addition reactions, and deprotonation chemistry [16]. The crystal structure of the title compound contains abinuclear mercury(II) complex in which the five-coordinated Hg (II) ions have ad istorted square pyramidal environment where each of them is surrounded by two (one imino and one pyridine) nitrogen atoms belonging to bidentate chelating iminopyridine ligand and three (two bridge and one terminal) chlorine atoms. The bond lengths of Hg-Nfall in the range of 2.322 (8)

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Section: Discussionmentioning

confidence: 99%

Crystal structure of di-(μ-chloro)-bis{chloro[2-(phenyliminomethyl)-pyridine-k2N,N′]mercury(II)}, Hg2Cl4(C12H10N2)2

Nejad¹,

Olyai²,

Khavasi³

2010

Zeitschrift Für Kristallographie - New Crystal Structures

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“…The reader is directed to a raft of review articles that focus on early and some more recent developments. [6][7][8][9][10][11][12][13][14][15][16][17][18][19] The main driving force for such studies is to access new highly branched polyethylene products, whilst getting away from the 20 more oxophilic nature of early transition metal systems. In the past half-dozen or so years, stable complex pre-catalysts that exhibit high thermal stability have been reported for both cobalt 20 and iron complexes.…”

Section: Introductionmentioning

confidence: 99%

Bi- and tri-dentate imino-based iron and cobalt pre-catalysts for ethylene oligo-/polymerization

Feng

Wang

et al. 2014

Inorg. Chem. Front.

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120

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Recent progress on the use of iron and cobalt complex precatalysts for ethylene reactivity is reviewed. The review is organized in terms of the denticity of the chelate ligands 10 employed, with particular reference to the influence of the ligand frameworks and their substituents on the catalytic performance for ethylene oligomerization/polymerization catalysis. The majority of the systems bear tri-dentate ligation at the iron/cobalt centre, though it is clear that bi-dentate 15 iron/cobalt complex pre-catalysts have also attracted significant attention. Such systems produce in most cases highly linear products ranging from oligomeric α-olefins to high molecular weight polyethylene, and as such are promising candidates for both academic and industrial 20 considerations.

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“…In the past decades, significant progress has been achieved in understanding the chemistry of transition metal complexes with Schiff base ligands [1][2][3]. Owing to the unique ability of the heterocyclic compounds to form stable chelates with various coordination modes, many crystal structures have been determined [4][5][6].…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of {2-[(4-ethylphenyl)iminomethyl]-pyridine-k2N,N′}-dichlorozinc(II), Zn(C14H14N2)Cl2

Olyai¹

2010

Zeitschrift Für Kristallographie - New Crystal Structures

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Source of materialFor the preparation of the title compound, (4-ethyl-N-phenyl)-(pyridine-2-yl)methanimine (21.0 mg, 0.1 mmol), and ZnCl 2 (13.7 mg, 0.1 mmol) were dissolved in acetonitrile (25 ml). The mixture was stirred for 20 min at room temperature. The resulting solution was left in air for afew hours, yielding colorless crystals of the title compound (yield 0.454 g, 84.3%; m.p. 107°C). Experimental detailsThe slightly high residual values are due to data collection in room temperature and high thermal vibration of chain carbon atoms. The Largest and deepest peaks are 0.630 and -0.384 e·Å -3 respectively, so it seems that there is not any remaining atom in the structure. It is to be noted that C13 atom has ahigh thermal parameter due to data collection in room temperature. This atom was refined in two positions with reduced occupancy but there is no decrease in R value, therefore, the original refinement is reported. DiscussionIn the past decades, significant progress has been achieved in understanding the chemistry of transition metal complexes with The bond angles around zinc are ∠N1-Zn1-N2 =81.1(1)°and ∠Cl1-Zn1-Cl2 =1 14.94(6)°,a nd show some deviations from ideal tetrahedral geometry. There is aweak p-p interaction between benzene and pyridine rings of neighbouring complexes, with acentroid-to-centroid distance of 3.753 Å.

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Bis(imino)pyridines: Surprisingly Reactive Ligands and a Gateway to New Families of Catalysts

Cited by 800 publications

References 266 publications

Crystal structure of di-(μ-chloro)-bis{chloro[2-(phenyliminomethyl)-pyridine-k2N,N′]mercury(II)}, Hg2Cl4(C12H10N2)2

Crystal structure of di-(μ-chloro)-bis{chloro[2-(phenyliminomethyl)-pyridine-k2N,N′]mercury(II)}, Hg2Cl4(C12H10N2)2

Bi- and tri-dentate imino-based iron and cobalt pre-catalysts for ethylene oligo-/polymerization

Crystal structure of {2-[(4-ethylphenyl)iminomethyl]-pyridine-k2N,N′}-dichlorozinc(II), Zn(C14H14N2)Cl2

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