Unsaturated heterocyclic systems. XC. Uniparticulate electrophilic addition as a probe of possible bicycloaromatic and antibicycloaromatic carbonium ion character. Reactions of chlorosulfonyl isocyanate with exocyclic methylene precursors to such cations

1973 ◽  
Vol 38 (10) ◽  
pp. 1893-1902 ◽  
Author(s):  
Leo A. Paquette ◽  
Michael J. Broadhurst
Keyword(s):  
Electrophilic Addition ◽  
Chlorosulfonyl Isocyanate ◽  
Carbonium Ion ◽  
Exocyclic Methylene

(CH)10CO2 interconversions. Electrophilic addition of chlorosulfonyl isocyanate to bullvalene

1970 ◽  
Vol 92 (14) ◽  
pp. 4330-4340 ◽  
Author(s):  
Leo A. Paquette ◽  
Steve. Kirschner ◽  
John R. Malpass
Keyword(s):  
Electrophilic Addition ◽  
Chlorosulfonyl Isocyanate

Stereochemistry of [2+2]Cycloaddition of Chlorosulfonyl Isocyanate to Olefins

2004 ◽  
Vol 8 (6) ◽  
pp. 463-473 ◽  
Author(s):  
Bartlomiej Furman ◽  
Katarzyna Borsuk ◽  
Zbigniew Kaluza ◽  
Robert Lysek ◽  
Marek Chmielewski
Keyword(s):  
Chlorosulfonyl Isocyanate

Simple theoretical models of elimination reactions on polar catalysts; Dehydration reactivity of secondary alcohols on acidic and basic catalysts

1985 ◽  
Vol 50 (4) ◽  
pp. 920-929 ◽  
Author(s):  
Jiří Sedláček
Keyword(s):  
Experimental Data ◽  
Quantum Chemical ◽  
Theoretical Models ◽  
Aliphatic Alcohols ◽  
Secondary Alcohols ◽  
Carbonium Ion ◽  
Dehydration Reactions ◽  
Aromatic Alcohols ◽  
Basic Catalysts ◽  
Simple Models

CNDO/2 calculations for simple models of adsorption and dehydration reactions of secondary aliphatic and aromatic alcohols on polar catalysts are presented. The models involve selected stages of elimination mechanisms of various types (E1, E2 and E1cB elimination). Calculated quantum chemical quantities were correlated with reported experimental data. It is shown that reactivities for the series of substituted phenylethanols correlate very well with the ease of carbonium ion formation. In the case of aliphatic alcohols, calculated quantities correlate generally with the reactivities on SiO2 and are in anticorrelation with the reactivities on Al2O3.NaOH.

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