Stereochemistry of Nucleophilic Substitution Reactions Depending upon Substituent: Evidence for Electrostatic Stabilization of Pseudoaxial Conformers of Oxocarbenium Ions by Heteroatom Substituents

Journal of the American Chemical Society

Volumn 125, Issue 50, 2003, Pages 15521-15528

  Ayala, Leticia ^a   Lucero, Claudia G ^a   Antoinette, Jan ^a   Romero, C ^a   Tabacco, Sarah A ^a   Woerpel, K A ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

NUCLEOPHILIC SUBSTITUTIONS;

BROMINE; CARBON; ELECTROSTATICS; GROUND STATE; NITROGEN; ORGANIC COMPOUNDS; POSITIVE IONS; SUBSTITUTION REACTIONS;

STEREOCHEMISTRY;

ACETIC ACID; BROMINE; CARBENOID; CARBON; CATION; CHLORINE; FLUORINE; ION; NITROGEN; OXOCARBENIUM ION; TETRAHYDROPYRAN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; ATOM; CHEMICAL REACTION; CHEMICAL STRUCTURE; CIS ISOMER; CONFORMATION; ELECTRON; NUCLEOPHILIC SUBSTITUTION REACTION; STEREOCHEMISTRY; STRUCTURE ANALYSIS; TRANS ISOMER;

CATIONS; ELECTROSTATICS; MOLECULAR CONFORMATION; PYRANS; STEREOISOMERISM;

EID: 0346850020     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja037935a     Document Type: Article

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