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Doctoral Thesis
DOI
10.11606/T.46.1992.tde-18062015-162304
Document
Author
Full name
Gunter Ebeling
E-mail
Institute/School/College
Knowledge Area
Date of Defense
Published
São Paulo, 1992
Supervisor
Committee
Wladislaw, Blanka (President)
Baader, Josef Wilhelm
Brocksom, Ursula
Marcondes, Maria Eunice Ribeiro
Marsaioli, Anita Jocelyne
Title in Portuguese
Síntese e reatividade de α-metiltio sulfonas benzílicas orto- e meta-substituídas
Keywords in Portuguese
1-Deuteriobenzaldeídos
Compostos de enxofre
Química orgânica
Síntese orgânica (Química)
Sulfenilação
Sulfonas benzílicas
Abstract in Portuguese
A presente tese apresenta: 1. Revisão bibliográfica de reações de sulfenilação de compostos carbonílicos, nitrilas, compostos de fósforo e de enxofre. 2. Um estudo comparativo de sulfenilações de sulfonas benzílicas orto-, meta- e para-substituídas. São sintetizadas e caracterizadas oito sulfonas benzílicas monossulfeniladas e seis sulfonas benzílicas dissulfeniladas, todas inéditas. 3. Reações de decomposição térmica de sulfonas benzílicas orto- e meta-substituídas, conduzindo aos benzaldeídos orto- e meta-substituídos. 4. Reações de deuteração de α-metiltio Sulfonas benzílicas orto- e meta-substituídas, com obtenção de oito α-deutério sulfonas correspondentes inéditas. 5. Reações da decomposição térmica de sulfonas deuteradas orto- e meta-substituídas, conduzindo aos benzaldeídos deuterados correspondentes, com elevado índice de deuteração, sendo alguns deles inédito.
Title in English
Synthesis and reactivity of α-methylthio benzylic sulfones ortho and meta-substituted
Keywords in English
1-Deuteriobenzaldeídos
Benzylic sulfones
Organic chemistry
Organic synthesis (Chemical)
Sulfenylation
Sulfur compounds
Abstract in English
This thesis is presents: 1. A literature review on the sulfenylation reactions of carbonyl compounds, nitriles, as well as sulfur and phosphorus compounds. 2. A comparative study of the sulfenylation of ortho--, meta- e para-substituted benzyl sulfones is reported. Eight monosulfenylated and six disulfenylated new benzyl sulfones have been sinthesized. 3. Pyrolysis of ortho- and meta-substituted benzyl sulfones, leading to the corresponding benzaldehydes. 4. Deuteration reactions of α-methylthio ortho- and meta-substituted benzyl sulfones, leading to eight new α-deuterated corresponding sulfones. 5. Pyrolysis of deuterated ortho- and meta-substituted benzyl sulfones, yielding the corresponding 1-deuterio benzaldehydes of high isotopic purity, some of them not described in the literature.
 
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Publishing Date
2015-06-18
 
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