2004
DOI: 10.1039/b407008a
|View full text |Cite
|
Sign up to set email alerts
|

Arylaminopyridinato complexes of zirconiumElectronic supplementary information (ESI) available: Rotatable 3-D crystal structure diagrams and NMR spectra. See http://www.rsc.org/suppdata/dt/b4/b407008a/

Abstract: A range of 2-arylaminopyridines (HL) are synthesised readily from bromopyridines and amines using palladium-catalysed amination. Protonolysis reactions of these proligands with ZrX(4)(X = NMe(2), CH(2)Ph, CH(2)Bu(t)) yield zirconium complexes of the type [ML(n)X(4-n)], several of which have been characterised by X-ray crystallography. Control of metal/ligand stoichiometry and structure is pursued by investigation of the effects on substitution patterns of the pyridine and aryl rings. Some distinct patterns eme… Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
1
1
1
1

Citation Types

0
12
0

Year Published

2006
2006
2021
2021

Publication Types

Select...
7

Relationship

1
6

Authors

Journals

citations
Cited by 26 publications
(12 citation statements)
references
References 34 publications
0
12
0
Order By: Relevance
“…This prompted us to test 4 b in the coupling of 2-bromopyridine with 2,4,6-trimethylaniline in the presence of NaOtBu in toluene (100 8C, 48 h). This reaction, recently reported for catalysis by dppp/A C H T U N G T R E N N U N G [Pd 2 A C H T U N G T R E N N U N G (dba) 3 ], [19] provided N-mesityl-2-aminopyridine in 53 % yield (after purification) in the presence of 7.5/5 mol % 4 b and [Pd 2 A C H T U N G T R E N N U N G (dba) 3 ]. Catalysts formed from 4 b and PdA C H T U N G T R E N N U N G (OAc) 2 (5/5 mol % or 1/2 mol %) gave unsatisfactory levels of conversion (yields after isolation 29 and 13 %).…”
Section: Resultsmentioning
confidence: 94%
See 1 more Smart Citation
“…This prompted us to test 4 b in the coupling of 2-bromopyridine with 2,4,6-trimethylaniline in the presence of NaOtBu in toluene (100 8C, 48 h). This reaction, recently reported for catalysis by dppp/A C H T U N G T R E N N U N G [Pd 2 A C H T U N G T R E N N U N G (dba) 3 ], [19] provided N-mesityl-2-aminopyridine in 53 % yield (after purification) in the presence of 7.5/5 mol % 4 b and [Pd 2 A C H T U N G T R E N N U N G (dba) 3 ]. Catalysts formed from 4 b and PdA C H T U N G T R E N N U N G (OAc) 2 (5/5 mol % or 1/2 mol %) gave unsatisfactory levels of conversion (yields after isolation 29 and 13 %).…”
Section: Resultsmentioning
confidence: 94%
“…NMR data are in accordance with reported values. [19] Compound 7 b as a ligand in nickel-catalyzed ethylene oligomerization: Compound 7 b (20.0 mg, 65 mmol) and NiA C H T U N G T R E N N U N G (COD) 2 (17.9 mg, 65 mmol) were dissolved in toluene (each in 10 mL) and mixed at room temperature. The resulting orange-yellow solution was stirred at room temperature for 30 min and transferred into an argon-filled stainless steel autoclave (75 mL).…”
Section: Methodsmentioning
confidence: 99%
“…It is not easy to quantify the effect of the presence of the asymmetry on the magnitude of the apparent chemical shift difference between H A and H B , i.e., how well the chirality of the system is expressed in this physical property [22]. Experience dictates however that in a given chiral-atmetal system with diastereotopic co-ligands, the magnitude of the splitting (Dd ppm) is affected strongly by the degree of fluxionality; as temperature is increased and exchange processes become more rapid, Dd tends to fall [9,10,12]. Fig.…”
Section: Nmr Spectroscopic Investigationsmentioning
confidence: 97%
“…group 4 metals, this points us toward octahedral complexes of the type [M(AB) 2 X 2 ], where AB is a chiral bidentate monoanionic ligand. While this class of complex can in principle form eight diastereomers we have shown that it is quite possible to design highly diastereoselective systems for zirconium using the bidentate N-N ligands aminopyridinate [9,10] and aminooxazolinate [11]. Surprisingly high kinetic stability and excellent diastereoselection was found for a pyridine/alcoholate N-O system [12].…”
Section: Introductionmentioning
confidence: 95%
“…4b C-N cross-couplings of this type, also known as Buchwald-Hartwig reactions, 24 are important tools for the production of arylamine fine chemicals. 25 The coupling according to Scheme 5 was carried out using a similar protocol to that used with the formerly applied catalysts, 22,23 to allow a comparison of the catalytic performance. The reactants were heated in toluene in the presence of two equivalents of KOtBu with 5 mol% 10b or precatalysts, prepared in situ from 2a or 2b and Pd(OAc) 2 or Pd 2 DBA 3 (DBAdibenzoylacetone) in a 1 : 1 or 2 : 1 molar ratio.…”
Section: Catalytic Testsmentioning
confidence: 99%