Lewis acid addticts of α,β-unsaturated carbonyl and nitrile compounds. A calorimetric study

1982 ◽  
Vol 60 (6) ◽  
pp. 809-812 ◽  
Author(s):  
Ronald F. Childs ◽  
D. Lindsay Mulholland ◽  
Alan Nixon

Enthalpies of complexation of the α,β-unsaturated Lewis bases crotonaldehyde, 1; methyl crotonate, 2; mesityl oxide, 3; and crotononitrile, 4; with each of the Lewis acids SnCl4, TiCl4, SbCl5, and BCl3 were measured in solution in CH2Cl2. The results indicate that while a qualitative agreement exists in the ranking of Lewis acids for each of the Lewis bases, there is only a modest quantitative correlation. Similarly, when compared with an nmr-derived Lewis acid scale, the enthalpies were found to agree with the qualitative ranking of Lewis acids, but exhibited only a poor correlation.

1971 ◽  
Vol 49 (15) ◽  
pp. 2504-2507 ◽  
Author(s):  
A. Storr ◽  
B. S. Thomas

Combination of the Lewis bases Cp2MH2 (where M = W or Mo) with the Group III Lewis acids AlR3 (where R = Me, Et, or Ph) and AlMe2H has yielded a series of 1:1 complexes of the type Cp2MH2•AlR3. A number of the complexes undergoes a slow elimination of hydrogen or alkane in benzene solution. Attempts to isolate mixed hydride adducts of the type, Cp2MH2•M′H3 (where M′ = Al or Ga), were unsuccessful.


Crystals ◽  
2021 ◽  
Vol 11 (4) ◽  
pp. 391
Author(s):  
Maxime Ferrer ◽  
Ibon Alkorta ◽  
José Elguero ◽  
Josep M. Oliva-Enrich

High-level quantum-chemical computations (G4MP2) are carried out in the study of complexes featuring tetrel bonding between the carbon atom in the carbenoid CB11H11—obtained by hydride removal in the C-H bond of the known closo-monocarbadodecaborate anion CB11H12(−) and acting as Lewis acid (LA)—and Lewis bases (LB) of different type; the electron donor groups in the tetrel bond feature carbon, nitrogen, oxygen, fluorine, silicon, phosphorus, sulfur, and chlorine atomic centres in neutral molecules as well as anions H(−), OH(−), and F(−). The empty radial 2pr vacant orbital on the carbon centre in CB11H11, which corresponds to the LUMO, acts as a Lewis acid or electron attractor, as shown by the molecular electrostatic potential (MEP) and electron localization function (ELF). The thermochemistry and topological analysis of the complexes {CB11H11:LB} are comprehensively analysed and classified according to shared or closed-shell interactions. ELF analysis shows that the tetrel C⋯X bond ranges from very polarised bonds, as in H11B11C:F(-) to very weak interactions as in H11B11C⋯FH and H11B11C⋯O=C=O.


Author(s):  
Eva Vos ◽  
Inés Corral ◽  
M. Merced Montero-Campillo ◽  
Otilia Mó ◽  
José Elguero ◽  
...  

Be4 clusters are very powerful Lewis acids leading to the total dissociation of all the bonds of the Lewis bases interacting with them. The product of the bond dissociation cascade possesses a hyper-coordinated center. Multireference methods are needed to correctly describe these complexes.


2008 ◽  
Vol 61 (8) ◽  
pp. 610 ◽  
Author(s):  
Guozhi Fan ◽  
Hanjun Zhang ◽  
Siqing Cheng ◽  
Zhandong Ren ◽  
Zhijun Hu ◽  
...  

Palladium chloride anchored on polystyrene modified by 5-amino-1,10-phenanthroline was prepared and used as an efficient recoverable catalyst for Suzuki cross-coupling reactions. The heterogeneous catalysts can be easily separated from the reaction mixture and reused for five cycles without significant Pd leaching and loss of catalytic activity. Rate enhancement in the Suzuki reaction by Lewis acids was also studied.


2017 ◽  
Vol 15 (15) ◽  
pp. 3216-3231 ◽  
Author(s):  
Anika Flader ◽  
Silvio Parpart ◽  
Peter Ehlers ◽  
Peter Langer
Keyword(s):  

Functionalized pyrrolo[1,2-a]naphthyridines were synthesized by application of PtCl2 and Bi(OTf)3 as simple Lewis acids in a cycloisomerization reaction.


2017 ◽  
Vol 203 ◽  
pp. 187-199 ◽  
Author(s):  
Peter C. Ho ◽  
Hilary A. Jenkins ◽  
James F. Britten ◽  
Ignacio Vargas-Baca

The supramolecular macrocycles spontaneously assembled by iso-tellurazole N-oxides are stable towards Lewis bases as strong as N-heterocyclic carbenes (NHC) but readily react with Lewis acids such as BR3 (R = Ph, F). The electron acceptor ability of the tellurium atom is greatly enhanced in the resulting O-bonded adducts, which consequently enables binding to a variety of Lewis bases that includes acetonitrile, 4-dimethylaminopyridine, 4,4′-bipyridine, triphenyl phosphine, a N-heterocyclic carbene and a second molecule of iso-tellurazole N-oxide.


2013 ◽  
Vol 2013 (22-23) ◽  
pp. 4008-4015 ◽  
Author(s):  
Zachary Thammavongsy ◽  
Micah E. LeDoux ◽  
Andrew G. Breuhaus-Alvarez ◽  
Takele Seda ◽  
Lev N. Zakharov ◽  
...  

2017 ◽  
Vol 53 (75) ◽  
pp. 10366-10369 ◽  
Author(s):  
Shaoyu Mai ◽  
Changqing Rao ◽  
Ming Chen ◽  
Jihu Su ◽  
Jiangfeng Du ◽  
...  

Novel catalytic systems consisting of cationic gold complexes, N-hydroxyphthalimide (NHPI), and transition-metal-based Lewis acids have been developed for the one-pot synthesis of functionalized oxazoles.


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