scholarly journals Sydnone anions and abnormal N-heterocyclic carbenes of O-ethylsydnones. Characterizations, calculations and catalyses

2014 ◽  
Vol 50 (80) ◽  
pp. 11822-11824 ◽  
Author(s):  
Sascha Wiechmann ◽  
Tyll Freese ◽  
Martin H. H. Drafz ◽  
Eike G. Hübner ◽  
Jan C. Namyslo ◽  
...  

Sydnone anions and their deprotonated O-ethyl derivatives (aNHCs) form catalytically active Pd complexes.

ChemInform ◽  
2008 ◽  
Vol 39 (9) ◽  
Author(s):  
Kenji Hara ◽  
Shinobu Tayama ◽  
Hidekazu Kano ◽  
Takuya Masuda ◽  
Satoru Takakusagi ◽  
...  

2013 ◽  
Vol 9 ◽  
pp. 2812-2820 ◽  
Author(s):  
Yannick P Rey ◽  
Ryan Gilmour

Fluorination often confers a range of advantages in modulating the conformation and reactivity of small molecule organocatalysts. By strategically introducing fluorine substituents, as part of a β-fluoroamine motif, in a triazolium pre-catalyst, it was possible to modulate the behaviour of the corresponding N-heterocyclic carbene (NHC) with minimal steric alterations to the catalyst core. In this study, the effect of hydrogen to fluorine substitution was evaluated as part of a molecular editing study. X-ray crystallographic analyses of a number of derivatives are presented and the conformations are discussed. Upon deprotonation, the fluorinated triazolium salts generate catalytically active N-heterocyclic carbenes, which can then participate in the enantioselective Steglich rearrangement of oxazolyl carbonates to C-carboxyazlactones (e.r. up to 87.0:13.0).


2007 ◽  
pp. 4280 ◽  
Author(s):  
Kenji Hara ◽  
Shinobu Tayama ◽  
Hidekazu Kano ◽  
Takuya Masuda ◽  
Satoru Takakusagi ◽  
...  

2016 ◽  
Vol 40 (11) ◽  
pp. 9739-9745 ◽  
Author(s):  
Jin Yang

Six tetrazole ligand stabilized NHC–Pd complexes have been synthesized and fully characterized. Catalytic performance of the obtained palladium catalysts has been investigated for the Hiyama coupling reaction.


1999 ◽  
pp. 1707-1708 ◽  
Author(s):  
Craig P. Butts ◽  
John Crosby ◽  
Guy C. Lloyd-Jones ◽  
Susanna C. Stephen

2014 ◽  
Vol 4 (8) ◽  
pp. 2466-2479 ◽  
Author(s):  
Stefan Naumann ◽  
Michael R. Buchmeiser

The thermally triggered release of catalytically active, free NHCs from various heat-sensitive progenitors is discussed.


2021 ◽  
Author(s):  
Michael Robo ◽  
Amie Frank ◽  
Ellen Butler ◽  
Alex Nett ◽  
Santiago Canellas ◽  
...  

Nickel(0) catalysts of N-heterocyclic carbenes (NHCs) that are stabilized by electronic deficient alkenes possess desirable properties of air tolerance and ease of handling while also retaining high catalytic activities. Since catalyst stability often comes at the expense of catalytic activity, we have undertaken a detailed study of the activation mechanism of a new IMes-nickel(0) catalyst stabilized by di-(o-tolyl) fumarate that converts the stable pre-catalyst form into a catalytically active species. Computational evaluation provided evidence against a simple ligand exchange as the activation mechanism, and a stoichiometric activation process that covalently modifies the stabilizing ligand was identified. A detailed computational picture for the activation process was developed, with predictive insights that explain the catalyst features that lead to both active and inactive precatalysts.


2015 ◽  
Vol 60 (6) ◽  
pp. 546-552
Author(s):  
V.M. Gorshkov ◽  
◽  
V.V. Kuzmenko
Keyword(s):  

2020 ◽  
Author(s):  
André Schumann ◽  
Jonas Bresien ◽  
Malte Fischer ◽  
Christian Hering-Junghans

Cyclotriarsanes are rare and limited synthetic approaches have hampered reactivity studies on these systems. Described in here is a scalable synthetic protocol towards (AsAr)<sub>3</sub> (Ar = Dip, 2,6-<sup>i</sup>Pr<sub>2</sub>-C<sub>6</sub>H<sub>3</sub>; Tip, 2,4,6-<sup>i</sup>Pr<sub>3</sub>-C<sub>6</sub>H<sub>2</sub>), which allowed to study their reactivity towards [Cp<sub>2</sub>Ti(C<sub>2</sub>(SiMe<sub>3</sub>)<sub>2</sub>], affording titanocene diarsene complexes and towards N-heterocyclic carbenes (NHCs) to give straightforward access to a variety of NHC-arsinidene adducts. The electronic structure of the titanium diarsene complxes has been studied and they are best described as Ti(IV) species with a doubly reduced As<sub>2</sub>Ar<sub>2</sub> ligand. These findings will make (AsAr)<sub>3</sub> valuable precursors in the synthetic inorganic and organic chemistry.


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