Study on the UV light-mediated fragmentation of 7-(2,4,6-trialkylphenyl-)7-phosphanorbornene 7-oxides in alcohols

new evidences on the mechanism

Gyo̊rgy Keglevich, Mónika Trecska, Zoltán Nagy, László Töke

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Preparative-scale photolyses of the title triisopropylphenyl-substituted compounds 1 and 4 at 254 nm, in the presence of alcohols, led to aryl-H-phosphinates 3 in good yields. Reaction of the tri-tertbutylphenyl derivative 5 was, however, accompanied by side reactions. The results of two series of competitive reactions are consistent with a mechanism involving a five-coordinate adduct 8 of the alcohol on the P = O group of the phosphanorbornene oxides.

Original languageEnglish
Pages (from-to)6-9
Number of pages4
JournalHeteroatom Chemistry
Volume12
Issue number1
DOIs
Publication statusPublished - 2001

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Ultraviolet radiation
Oxides
Alcohols
Photolysis
Derivatives

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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AU - Trecska, Mónika

AU - Nagy, Zoltán

AU - Töke, László

PY - 2001

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N2 - Preparative-scale photolyses of the title triisopropylphenyl-substituted compounds 1 and 4 at 254 nm, in the presence of alcohols, led to aryl-H-phosphinates 3 in good yields. Reaction of the tri-tertbutylphenyl derivative 5 was, however, accompanied by side reactions. The results of two series of competitive reactions are consistent with a mechanism involving a five-coordinate adduct 8 of the alcohol on the P = O group of the phosphanorbornene oxides.

AB - Preparative-scale photolyses of the title triisopropylphenyl-substituted compounds 1 and 4 at 254 nm, in the presence of alcohols, led to aryl-H-phosphinates 3 in good yields. Reaction of the tri-tertbutylphenyl derivative 5 was, however, accompanied by side reactions. The results of two series of competitive reactions are consistent with a mechanism involving a five-coordinate adduct 8 of the alcohol on the P = O group of the phosphanorbornene oxides.

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