The modification of bis(pyrazol-1-yl)methanes by chalcogen (S and Se) and their related reactions with organotin chloride and M(CO)5THF (M = Mo and W)

Tan, Runyu; Song, Haibin; Tang, Liang‐Fu

doi:10.1016/j.jorganchem.2006.10.003

Cited by 16 publications

(4 citation statements)

References 34 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Treatment of bis(3,5-dimethylpyrazol-1-yl)methyllithium, prepared in situ by the reaction of bis(3,5-dimethylpyrazol-1-yl)methane with n -BuLi at −70 °C, with sulfur yielded the bis(3,5-dimethylpyrazol-1-yl)methylthiolate anion . This anion reacted with Fe 3 (CO) 12 and subsequently with Ar 3 SnCl to give Fe/Sn/S cluster complexes 1 (Scheme ).…”

Section: Resultssupporting

confidence: 63%

“…Recent investigations have shown that the methylene bridge of bis(pyrazol-1-yl)methane (the pyrazolyl groups are substituted at the 3- and 5-positions) can be deprotonated by n -BuLi to form bis(pyrazol-1-yl)methide anions . These anions have a wide spectrum of reactivity with various electrophiles such as carbon dioxide, carbon disulfide, sulfur trioxide, isocyanates, isothiocyanates, aldehydes and ketones, imines, carbodiimides, fulvenes, organosilyl chlorides, and organotin chlorides to form versatile heteroscorpionate ligands, and this has driven the rapid development of bis(pyrazol-1-yl)methane chemistry. , Our previous investigations on bis(pyrazol-1-yl)methanes indicated that reaction of a bis(3,5-dimethylpyrazol-1-yl)methide anion with sulfur afforded a bis(3,5-dimethylpyrazol-1-yl)methylthiolate anion, which was expected to act as a good donor for main group and transition metal atoms because of the high affinity of sulfur for metals. It is known that reactions of thiolate anions with Fe 3 (CO) 12 yield butterfly Fe/S cluster monoanions, and subsequent reaction with electrophiles gives rise to the formation of butterfly Fe/S cluster complexes.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Reactivity of Bis(3,5-dimethylpyrazol-1-yl)methyllithium with S or CS₂, Followed by Reaction with Fe₃(CO)₁₂ and Ar₃SnCl or RX: Unexpected Formation of (3,5-Dimethylpyrazol-1-yl)dithioformate Derivatives

et al. 2012

Self Cite

View full text Add to dashboard Cite

Reaction of bis(3,5-dimethylpyrazol-1-yl)methyllithium with sulfur at −70 °C, followed by reaction with Fe3(CO)12 and triaryltin chlorides, yielded trinuclear butterfly cluster complexes. When the triaryltin chlorides were replaced by organic halides, unexpected (3,5-dimethylpyrazol-1-yl)dithioformate derivatives were obtained. In addition, treatment of bis(3,5-dimethylpyrazol-1-yl)methane with n-BuLi at 0 °C resulted in partial decomposition to yield a carbene intermediate and a 3,5-dimethylpyrazolate anion. The carbene intermediate readily dimerized, and reaction of the anion with carbon disulfide, and subsequently with Fe3(CO)12 and organic halides, also gave the dithioformate derivatives.

show abstract

Section: Resultssupporting

confidence: 63%

Section: Introductionmentioning

confidence: 99%

Reactivity of Bis(3,5-dimethylpyrazol-1-yl)methyllithium with S or CS₂, Followed by Reaction with Fe₃(CO)₁₂ and Ar₃SnCl or RX: Unexpected Formation of (3,5-Dimethylpyrazol-1-yl)dithioformate Derivatives

et al. 2012

Self Cite

View full text Add to dashboard Cite

show abstract

“…These bis(pyrazol-1-yl)methylthiolate(Scheme 47) or selenolate anions reacted with M(CO)6 (M = Mo or W) in THF and formed their tricarbonyl metal anionsCH(Pz)2EM(CO)3 - [190].…”

Section: Metal Carbonyl Complexes With Tridentate Ligandsmentioning

confidence: 99%

The chemistry of group-VIb metal carbonyls

Kaushik¹,

Singh²,

Kumar³

2012

Eur. J. Chem.

View full text Add to dashboard Cite

KEYWORDSThe special interest attached to the chemistry of metal carbonyls arises from several causes. While quite distinct from the metal carbonyls in the organometallic compounds, they differ in physical properties (e.g., their volatility) from all other compounds of the transition metals. Chemically, they constitute a group of compounds in which the formal valency of the metal atoms is zero, and in this respect (apart, perhaps, from the ammoniates of the alkali metals) they are comparable only with the recently discovered compounds. As a class, the carbonyls are reactive compounds, and a number of new types of inorganic compounds have been discovered. In the concepts for new products, performance, product safety, and product economy criteria are equally important. They are taken into account already when the raw material base for a new industrial product development is defined. Since the discovery of nickel carbonyl by Mond and Langer in 1888, the carbonyls of the iron group and of chromium, molybdenum and tungsten have found important technical applications, e.g., in the Mond nickel process, and for the preparation of the metals in a state of subdivision and of purity suitable for powder metallurgy, for catalysts, etc. The reaction mechanism of the processes developed for producing the carbonyls technically has only recently received its interpretations. Within the space of review it is necessary to limit discussion to a few topics. Particular stress has accordingly laid upon (a) the chemical bonding in metal carbonyls, (b) importance of IR and NMR spectroscopy in characterization of metal carbonyls, (c) substitution reactions of G-VIb metal carbonyls, (d) kinetics and mechanism of substitution reactions in metal carbonyls, (e) substituted complexes of G-VIb metal carbonyl, (f) chelate complexes of G-VIb metal carbonyls, (g) uses of G-VIb metal carbonyl complexes and (h) studies done on G-VIb metal carbonyls.

show abstract

“…Coordination properties of bis(pyrazol-1-yl)alkanes can be tuned by introducing functional groups with additional donor atoms. For example, carboxyl [7], sulfhydryl [8], and hydroxyl [9] groups were introduced into bis(pyrazol-1-yl)alkane backbone and coordination compounds of transition metals with these ligands were characterized.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Transition Metal Complexes of 1,2-Bis(3,5-Dimethylpyrazol-1-yl)-1,2-Ethanediol

Anosova

Matveevskaya

Pirmanova

et al. 2016

KEM

View full text Add to dashboard Cite

Copper (II), nickel (II) and vanadyl complexes of 1,2-bis (3,5-dimethylpyrazol-1-yl)-1,2-ethanediol were prepared by the reaction of transition metal salts (chloride, acetate, sulfate) with the ligand in ethanol solution. The composition of the complexes was confirmed by elemental analysis and molar conductivity measurements. The coordination modes of the ligand and counter-ions were established from IR spectra and DFT calculations.

show abstract

The modification of bis(pyrazol-1-yl)methanes by chalcogen (S and Se) and their related reactions with organotin chloride and M(CO)5THF (M = Mo and W)

Cited by 16 publications

References 34 publications

Reactivity of Bis(3,5-dimethylpyrazol-1-yl)methyllithium with S or CS₂, Followed by Reaction with Fe₃(CO)₁₂ and Ar₃SnCl or RX: Unexpected Formation of (3,5-Dimethylpyrazol-1-yl)dithioformate Derivatives

Reactivity of Bis(3,5-dimethylpyrazol-1-yl)methyllithium with S or CS₂, Followed by Reaction with Fe₃(CO)₁₂ and Ar₃SnCl or RX: Unexpected Formation of (3,5-Dimethylpyrazol-1-yl)dithioformate Derivatives

The chemistry of group-VIb metal carbonyls

Synthesis and Characterization of Transition Metal Complexes of 1,2-Bis(3,5-Dimethylpyrazol-1-yl)-1,2-Ethanediol

Contact Info

Product

Resources

About

The modification of bis(pyrazol-1-yl)methanes by chalcogen (S and Se) and their related reactions with organotin chloride and M(CO)5THF (M = Mo and W)

Cited by 16 publications

References 34 publications

Reactivity of Bis(3,5-dimethylpyrazol-1-yl)methyllithium with S or CS2, Followed by Reaction with Fe3(CO)12 and Ar3SnCl or RX: Unexpected Formation of (3,5-Dimethylpyrazol-1-yl)dithioformate Derivatives

Reactivity of Bis(3,5-dimethylpyrazol-1-yl)methyllithium with S or CS2, Followed by Reaction with Fe3(CO)12 and Ar3SnCl or RX: Unexpected Formation of (3,5-Dimethylpyrazol-1-yl)dithioformate Derivatives

The chemistry of group-VIb metal carbonyls

Synthesis and Characterization of Transition Metal Complexes of 1,2-Bis(3,5-Dimethylpyrazol-1-yl)-1,2-Ethanediol

Contact Info

Product

Resources

About

Reactivity of Bis(3,5-dimethylpyrazol-1-yl)methyllithium with S or CS₂, Followed by Reaction with Fe₃(CO)₁₂ and Ar₃SnCl or RX: Unexpected Formation of (3,5-Dimethylpyrazol-1-yl)dithioformate Derivatives

Reactivity of Bis(3,5-dimethylpyrazol-1-yl)methyllithium with S or CS₂, Followed by Reaction with Fe₃(CO)₁₂ and Ar₃SnCl or RX: Unexpected Formation of (3,5-Dimethylpyrazol-1-yl)dithioformate Derivatives