Abstract
Method for the synthesis of m-and p-isomers of 4-[2-(ethynylphenyl)vinyl]- 2,2,5,5-tetramethyl-3-imidazoline-1-oxyl 3-oxides by the cross-coupling of 4-[2-(3-iodophenyl)vinyl]-and 4-[2-(4-iodophenyl)vinyl]-2,2,5,5-tetramethyl-3- imidazoline-1-oxyl 3-oxides with (trimethylsilyl)acetylene followed by desilylation was elaborated. The reactions at the CH-fragment of the ethynyl group were performed. The Mannich reaction proceeds with the loss of a spin label, whereas the oxidative homocoupling, with its retention.
| Original language | English |
|---|---|
| Pages (from-to) | 2123-2126 |
| Number of pages | 4 |
| Journal | Russian Chemical Bulletin |
| Volume | 56 |
| Issue number | 10 |
| DOIs | |
| Publication status | Published - 1 Oct 2007 |
| Externally published | Yes |
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Keywords
- 3-imidazolinenitroxides
- Alkynes
- Nitroxyl radicals
- The Sonogashira reaction
ASJC Scopus subject areas
- Chemistry(all)
Cite this
Synthesis and properties of the first representatives of terminal acetylenes in 3-imidazoline-1-oxyl 3-oxide series. / Krivenko, O. L.; Vasilevskii, S. F.
In: Russian Chemical Bulletin, Vol. 56, No. 10, 01.10.2007, p. 2123-2126.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Synthesis and properties of the first representatives of terminal acetylenes in 3-imidazoline-1-oxyl 3-oxide series
AU - Krivenko, O. L.
AU - Vasilevskii, S. F.
PY - 2007/10/1
Y1 - 2007/10/1
N2 - Method for the synthesis of m-and p-isomers of 4-[2-(ethynylphenyl)vinyl]- 2,2,5,5-tetramethyl-3-imidazoline-1-oxyl 3-oxides by the cross-coupling of 4-[2-(3-iodophenyl)vinyl]-and 4-[2-(4-iodophenyl)vinyl]-2,2,5,5-tetramethyl-3- imidazoline-1-oxyl 3-oxides with (trimethylsilyl)acetylene followed by desilylation was elaborated. The reactions at the CH-fragment of the ethynyl group were performed. The Mannich reaction proceeds with the loss of a spin label, whereas the oxidative homocoupling, with its retention.
AB - Method for the synthesis of m-and p-isomers of 4-[2-(ethynylphenyl)vinyl]- 2,2,5,5-tetramethyl-3-imidazoline-1-oxyl 3-oxides by the cross-coupling of 4-[2-(3-iodophenyl)vinyl]-and 4-[2-(4-iodophenyl)vinyl]-2,2,5,5-tetramethyl-3- imidazoline-1-oxyl 3-oxides with (trimethylsilyl)acetylene followed by desilylation was elaborated. The reactions at the CH-fragment of the ethynyl group were performed. The Mannich reaction proceeds with the loss of a spin label, whereas the oxidative homocoupling, with its retention.
KW - 3-imidazolinenitroxides
KW - Alkynes
KW - Nitroxyl radicals
KW - The Sonogashira reaction
UR - http://www.scopus.com/inward/record.url?scp=41049086865&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=41049086865&partnerID=8YFLogxK
U2 - 10.1007/s11172-007-0333-4
DO - 10.1007/s11172-007-0333-4
M3 - Article
AN - SCOPUS:41049086865
VL - 56
SP - 2123
EP - 2126
JO - Russian Chemical Bulletin
JF - Russian Chemical Bulletin
SN - 1066-5285
IS - 10
ER -