Addition reactions on coordinated olefinic ligands. III. trans. Addition of a nucleophile to a platinum(II) coordinated simple olefin

1970 ◽  
Vol 92 (11) ◽  
pp. 3488-3489 ◽  
Author(s):  
Achille. Panunzi ◽  
Augusto. De Renzi ◽  
Gastone. Paiaro
Keyword(s):  
Addition Reactions ◽  
Trans Addition ◽  
Simple Olefin

ChemInform Abstract: Asymmetric trans-Addition Reactions Using Chiral Selenobinaphthyls

ChemInform ◽  
2010 ◽  
Vol 23 (29) ◽  
pp. no-no
Author(s):  
S. TOMODA ◽  
K.-I. FUJITA ◽  
M. IWAOKA
Keyword(s):  
Addition Reactions ◽  
Trans Addition

scholarly journals Asymmetric Trans-addition Reactions of a Chiral Selenobinaphthyl with Prochiral Olefins. The Case of Methoxyselenenylation

1988 ◽  
Vol 17 (11) ◽  
pp. 1895-1898 ◽  
Author(s):  
Shuji Tomoda ◽  
Michio Iwaoka
Keyword(s):  
Addition Reactions ◽  
Trans Addition

Asymmetric Trans-Addition Reactions Using Chiral Selenobinaphthyls

1992 ◽  
Vol 67 (1-4) ◽  
pp. 247-252 ◽  
Author(s):  
Shuji Tomoda ◽  
Ken-Ichi Fujita ◽  
Michio Iwaoka
Keyword(s):  
Addition Reactions ◽  
Trans Addition

Réactions d’addition conjuguée d’organolithiens aux acides carboxyliquesα, β-insaturés

1999 ◽  
Vol 77 (1) ◽  
pp. 98-112 ◽  
Author(s):  
Jacques Mortier ◽  
Michel Vaultier ◽  
Barbara Plunian ◽  
Sourisak Sinbandhit
Keyword(s):  
Carboxylic Acids ◽  
Triple Bond ◽  
Nmr Spectra ◽  
Addition Reaction ◽  
Addition Reactions ◽  
X Ray ◽  
H Nmr ◽  
Unsaturated Carboxylic Acids ◽  
The Face ◽  
Trans Addition

In THF at -78°C, organolithium derivatives and unprotected α, β-unsaturated carboxylic acids give a conjugated addition reaction. Reactions of 1- and 2-naphthoic acids with various organolithium derivatives and electrophiles are reported. Two X-ray studies show that the reaction occurs with a good diastereoselectivity: the dilithiated enolate formed as an intermediate adds the electrophile exclusively via the face opposite to that of the organolithium. A study of the 1 H NMR spectra of the products obtained shows that these compounds adopt a preferred conformation in solution. The protonolysis of the intermediate enolate by trifluoroacetic acid in an inverted mode gives rise to the formation of 1,2-disubstituted dihydronaphthalenes. With acyclic α, β-unsaturated carboxylic acids, the diastereoselectivity of the reaction is marginal. With secondary butyllithium, the protonolysis of the intermediate enolates gives a 1,4-addition and an average diastereoselectivity. Reaction of phenylpropiolic acid with butyllithium gives rise to the formation of a product resulting from a trans addition to the triple bond; the organolithium derivative adds in α to the carboxylic group.Key words: 1,4-addition reactions, carboxylic acids, organolithium derivatives.[Journal Translation]

Thia-Michael Addition Reactions in Water Using 3-[Bis(Alkylthio) Methylene] Pentane-2,4-Diones as Odorless and Efficient Thiol Equivalents

2007 ◽  
Vol 4 (4) ◽  
pp. 281-284 ◽  
Author(s):  
Yanyan Chai ◽  
Dewen Dong ◽  
Yan Ouyang ◽  
Yongjiu Liang ◽  
Yan Wang ◽  
...  
Keyword(s):  
Michael Addition ◽  
Addition Reactions

Ionic dimerisation of trifluoropropenenitrile and its addition reactions with methyl trifluoropropenoate

1980 ◽  
Vol 45 (2) ◽  
pp. 406-414 ◽  
Author(s):  
Jiří Svoboda ◽  
Oldřich Paleta ◽  
Václav Dědek
Keyword(s):  
Reaction Mechanism ◽  
Proton Transfer ◽  
Substituent Effect ◽  
Solvent Molecule ◽  
Addition Product ◽  
Potassium Fluoride ◽  
Relative Reactivity ◽  
Addition Reactions ◽  
Tertiary Amines ◽  
Optimum Conditions

Dimerisation of trifluoropropenenitrile (I) in the presence of potassium fluoride and tertiary amines afforded a mixture of stereoisomeric perfluoro-4-methyl-pentenedinitriles (II), higher-boiling compounds, and 2,3,3,3-tetrafluoropropanenitrile (III) which arises by proton transfer from the solvent molecule. Under optimum conditions, product II was obtained in about 50% yield. Reaction of the nitrile I with methyl trifluoropropenoate (IV) gave, besides the dimers II and V, the product of addition of the nitrile I to the propenoate, IV, i.e. methyl 4-cyanoperfluoro-2-pentenoate (VI), and the addition product of the propenoate IV to the nitrile I, i.e. methyl 4-cyanoperfluoro-2-methyl-3-butenoate (VII). The relative reactivity if I and IV is discussed. The ratio of stereoisomers in II, V, VI and VII indicates that the magnitude of the steric substituent effect, operating in the reaction mechanism, decreases in the order -CFCF3.(COOCH3) > -CFCF3(CN) > -COOCH3 > -CN.

Relative Reactivities of 1,1,1-Trichloroethane and 1,1,1-Trichlorotrifluoroethane in Competitive Addition Reactions

1992 ◽  
Vol 57 (6) ◽  
pp. 1291-1298 ◽  
Author(s):  
František Adámek ◽  
Milan Hájek ◽  
Zbyněk Janoušek
Keyword(s):  
Free Radical ◽  
Reaction Mechanism ◽  
Relative Reactivity ◽  
Addition Reactions ◽  
Radical Initiation ◽  
Amine Complexes ◽  
Free Radical Initiation ◽  
Ru Complexes ◽  
Radical Initiators

Relative reactivity of CH3CCl3 and CF3CCl3 measured in competitive addition reactions with 1-hexene in the presence of free radical initiators or Cu, Pd and Ru complexes was found to depend on the type of catalyst. The unusual course of the reaction has been found in the additions catalyzed with copper(I)-amine complexes where CH3CCl3 in competition with CF3CCl3 was completely unreactive. The results have been explained in terms of the change of reaction mechanism and compared with classical free radical initiation.

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