Detailed Information on Publication Record
2002
Temperature-sensitive photochemical aromatic substitution on 4-nitroanisole
KLÁN, Petr, Radovan RŮŽIČKA, Dominik HEGER, Jaromír LITERÁK, Petr KULHÁNEK et. al.Basic information
Original name
Temperature-sensitive photochemical aromatic substitution on 4-nitroanisole
Authors
KLÁN, Petr (203 Czech Republic, guarantor), Radovan RŮŽIČKA (203 Czech Republic), Dominik HEGER (203 Czech Republic), Jaromír LITERÁK (203 Czech Republic), Petr KULHÁNEK (203 Czech Republic) and André LOUPY (250 France)
Edition
Photochemical and Photobiological Sciences, Cambridge, United Kingdom, Royal Society of Chemistry, 2002, 1474-905X
Other information
Language
English
Type of outcome
Článek v odborném periodiku
Field of Study
10401 Organic chemistry
Country of publisher
United Kingdom of Great Britain and Northern Ireland
Confidentiality degree
není předmětem státního či obchodního tajemství
RIV identification code
RIV/00216224:14310/02:00006717
Organization unit
Faculty of Science
UT WoS
000180225800013
Keywords in English
microwave; photochemistry
Tags
Tags
International impact
Změněno: 9/2/2007 14:21, prof. RNDr. Petr Klán, Ph.D.
Abstract
V originále
A temperature-sensitive photochemical nucleophilic aromatic substitution on 4-nitroanisole by the hydroxide ion in homogeneous solutions, in a two-phase system under phase-transfer catalysis conditions, and in the microwave field is reported. It was found that reaction regioselectivity dramatically changes with temperature in the region of -20 to 196 oC. The quantum yield of the 4-methoxyphenol formation was found to be temperature independent, in contrast to that of the 4-nitrophenol formation, suggesting that there is a temperature dependent process occurring after the partitioning between replacement of the nitro group and the methoxy group has taken place. The reaction was also investigated by the quantum chemical calculations. A technique for microwave-assisted photochemical synthesis is proposed as an efficient and practical tool for organic synthesis
Links
GA203/02/0879, research and development project |
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MSM 143100011, plan (intention) |
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