Intermediates in nucleophilic aromatic substitution. XIV. Spiro Meisenheimer complexes derived from N,N-dimethylethylenediamine. Kinetics in aqueous dimethyl sulfoxide

Claude F. Bernasconi; Francois Terrier

doi:10.1021/ja00859a013

Intermediates in nucleophilic aromatic substitution. XIV. Spiro Meisenheimer complexes derived from N,N-dimethylethylenediamine. Kinetics in aqueous dimethyl sulfoxide

Journal of the American Chemical Society ◽

10.1021/ja00859a013 ◽

1975 ◽

Vol 97 (26) ◽

pp. 7458-7466 ◽

Cited By ~ 23

Author(s):

Claude F. Bernasconi ◽

Francois Terrier

Keyword(s):

Dimethyl Sulfoxide ◽

Nucleophilic Aromatic Substitution ◽

Aromatic Substitution ◽

Meisenheimer Complexes

Intermediates in nucleophilic aromatic substitution. 20. Rate-limiting proton transfer in the formation of Meisenheimer complexes between 1,3,5-trinitrobenzene and amines. The effect of dimethyl sulfoxide on proton-transfer rates. Relative leaving-group abilities of amines and alkoxide ions

The Journal of Organic Chemistry ◽

10.1021/jo01332a020 ◽

1979 ◽

Vol 44 (18) ◽

pp. 3189-3196 ◽

Cited By ~ 28

Author(s):

Claude F. Bernasconi ◽

Morris C. Muller ◽

Peter Schmid

Keyword(s):

Proton Transfer ◽

Dimethyl Sulfoxide ◽

Nucleophilic Aromatic Substitution ◽

Aromatic Substitution ◽

Transfer Rates ◽

Meisenheimer Complexes ◽

Leaving Group ◽

Rate Limiting

ChemInform Abstract: INTERMEDIATES IN NUCLEOPHILIC AROMATIC SUBSTITUTION. XIV. SPIRO MEISENHEIMER COMPLEXES DERIVED FROM N,N-DIMETHYLETHYLENEDIAMINE. KINETICS IN AQUEOUS DIMETHYL SULFOXIDE

Chemischer Informationsdienst ◽

10.1002/chin.197611067 ◽

1976 ◽

Vol 7 (11) ◽

pp. no-no

Author(s):

CLAUDE F. BERNASCONI ◽

FRANCOIS TERRIER

Keyword(s):

Dimethyl Sulfoxide ◽

Nucleophilic Aromatic Substitution ◽

Aromatic Substitution ◽

Meisenheimer Complexes

Intermediates in nucleophilic aromatic substitution. VI. Kinetic evidence of intramolecular hydrogen bonding in Meisenheimer complexes

The Journal of Physical Chemistry ◽

10.1021/j100692a029 ◽

1971 ◽

Vol 75 (23) ◽

pp. 3636-3639 ◽

Cited By ~ 8

Author(s):

Claude F. Bernasconi

Keyword(s):

Hydrogen Bonding ◽

Intramolecular Hydrogen Bonding ◽

Nucleophilic Aromatic Substitution ◽

Aromatic Substitution ◽

Meisenheimer Complexes ◽

Intramolecular Hydrogen

Nucleophilic aromatic substitution reaction of nitroarenes with alkyl- or arylthio groups in dimethyl sulfoxide by means of cesium carbonate

Tetrahedron ◽

10.1016/j.tet.2005.11.073 ◽

2006 ◽

Vol 62 (10) ◽

pp. 2357-2360 ◽

Cited By ~ 34

Author(s):

Azusa Kondoh ◽

Hideki Yorimitsu ◽

Koichiro Oshima

Keyword(s):

Dimethyl Sulfoxide ◽

Substitution Reaction ◽

Nucleophilic Aromatic Substitution ◽

Cesium Carbonate ◽

Aromatic Substitution

Intermediates in nucleophilic aromatic substitution. 16. Toward a complete characterization of the mechanism of nucleophilic aromatic substitution by an amine. Kinetics of spiro Meisenheimer complexes derived from N-methylethanolamine

Journal of the American Chemical Society ◽

10.1021/ja00442a023 ◽

1976 ◽

Vol 98 (26) ◽

pp. 8451-8459 ◽

Cited By ~ 16

Author(s):

Claude F. Bernasconi ◽

Constantin L. Gehriger ◽

Rita H. De Rossi

Keyword(s):

Complete Characterization ◽

Nucleophilic Aromatic Substitution ◽

Aromatic Substitution ◽

Meisenheimer Complexes ◽

Kinetics Of

Intermediates in nucleophilic aromatic substitution. VI. Formation of Meisenheimer complexes of the isomeric 2,4,6-cyanodinitroanisoles

The Journal of Organic Chemistry ◽

10.1021/jo01255a045 ◽

1969 ◽

Vol 34 (3) ◽

pp. 689-698 ◽

Cited By ~ 18

Author(s):

Janos H. Fendler ◽

E. J. Fendler ◽

C. E. Griffin

Keyword(s):

Nucleophilic Aromatic Substitution ◽

Aromatic Substitution ◽

Meisenheimer Complexes

Electronic and steric effects in nucleophilic aromatic substitution. Reaction by phenoxides as nucleophiles in dimethyl sulfoxide

The Journal of Organic Chemistry ◽

10.1021/jo00895a012 ◽

1975 ◽

Vol 40 (7) ◽

pp. 872-874 ◽

Cited By ~ 11

Author(s):

G. Bartoli ◽

F. Ciminale ◽

P. E. Todesco

Keyword(s):

Dimethyl Sulfoxide ◽

Substitution Reaction ◽

Nucleophilic Aromatic Substitution ◽

Steric Effects ◽

Aromatic Substitution ◽

Electronic And Steric Effects

Intermediates in nucleophilic aromatic substitution. Part XV. Thermodynamic stabilities of hydroxy and methoxy Meisenheimer complexes of substituted arenes

Journal of the Chemical Society Perkin Transactions 2 ◽

10.1039/p29750001768 ◽

1975 ◽

pp. 1768 ◽

Cited By ~ 13

Author(s):

Janos H. Fendler ◽

Willie L. Hinze ◽

Li-Jen Liu

Keyword(s):

Nucleophilic Aromatic Substitution ◽

Aromatic Substitution ◽

Meisenheimer Complexes

ChemInform Abstract: INTERMEDIATES IN NUCLEOPHILIC AROMATIC SUBSTITUTION. 17. KINETICS OF SPIRO MEISENHEIMER COMPLEXES. EFFECT OF RING SIZE

Chemischer Informationsdienst ◽

10.1002/chin.197809080 ◽

1978 ◽

Vol 9 (9) ◽

Author(s):

C. F. BERNASCONI ◽

J. R. GANDLER

Keyword(s):

Nucleophilic Aromatic Substitution ◽

Ring Size ◽

Aromatic Substitution ◽

Meisenheimer Complexes ◽

Kinetics Of

Nucleophilic aromatic substitution reactions with carbanions and nitranions in dimethyl sulfoxide solution

Journal of the American Chemical Society ◽

10.1021/ja00279a054 ◽

1986 ◽

Vol 108 (19) ◽

pp. 5991-5997 ◽

Cited By ~ 54

Author(s):

Frederick G. Bordwell ◽

David L. Hughes

Keyword(s):

Dimethyl Sulfoxide ◽

Nucleophilic Aromatic Substitution ◽

Aromatic Substitution ◽

Substitution Reactions ◽

Dimethyl Sulfoxide Solution