Electrophilic substitution at saturated carbon. XXXVIII. Survey of substituent effects on stereochemical fate of fluorenyl carbanions

1968 ◽  
Vol 90 (10) ◽  
pp. 2598-2606 ◽  
Author(s):  
Donald J. Cram ◽  
Warren T. Ford ◽  
Lawrence. Gosser
Keyword(s):  
Electrophilic Substitution ◽  
Substituent Effects

Electrophilic Substitution Reactions of [1]Benzothieno[3,2-b]furan

1996 ◽  
Vol 61 (6) ◽  
pp. 888-900 ◽  
Author(s):  
Jiří Svoboda ◽  
Pavel Pihera ◽  
Petr Sedmera ◽  
Jaroslav Paleček
Keyword(s):  
Electrophilic Substitution ◽  
Nmr Spectra ◽  
Substituent Effects ◽  
Substitution Reactions ◽  
Nmr Parameters ◽  
Elimination Mechanism ◽  
Electrophilic Substitution Reactions ◽  
C Nmr

In chlorination, bromination, iodination, nitration, sulfonation, formylation, and trifluoroacetylation of [1]benzothieno[3,2-b]furan (1) the substituent enters the 2-position. The said halogenations go by the addition-elimination mechanism. When the substitution is continued, the second substituent enters the 6-position of heterocycle 1. The 1H and 13C NMR spectra have been completely assigned. Substituent effects on NMR parameters are discussed.

Substituent Effects in Benz[a]anthracene Carbocations:  A Stable Ion, Electrophilic Substitution (Nitration, Bromination), and DFT Study†

2007 ◽  
Vol 72 (18) ◽  
pp. 6768-6775 ◽  
Author(s):  
Kenneth K. Laali ◽  
Maria A. Arrica ◽  
Takao Okazaki ◽  
Ronald G. Harvey
Keyword(s):  
Electrophilic Substitution ◽  
Substituent Effects ◽  
Dft Study
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