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Volumn 74, Issue 15, 2009, Pages 5568-5575

Meisenheimer-Wheland complexes between 1,3,5-tris(N,N-dialkylamino) benzenes and 4,6-dinitrotetrazolo[1,5-a]pyridine. Evidence of reversible C-C coupling in the SEAr/SNAr reaction

Author keywords

[No Author keywords available]

Indexed keywords

C-C COUPLING; CHEMICAL EQUATIONS; LOW TEMPERATURES; NMR SPECTROSCOPY; REVERSIBLE PROCESS; SUPERELECTROPHILIC CARBON REAGENTS; SUPERNUCLEOPHILIC CARBON REAGENTS; VARIABLE TEMPERATURE;

EID: 68049087825     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo900943p     Document Type: Article
Times cited : (29)

References (37)
  • 35
    • 68049095539 scopus 로고    scopus 로고
    • This is probably due to the different solubility and, consequently, concentration of the partners in solution
    • This is probably due to the different solubility and, consequently, concentration of the partners in solution.
  • 36
    • 68049104676 scopus 로고    scopus 로고
    • Evidence of a possible π-π charge-transfer complex was obtained in the case of compound WM-1b. On gradual warming of a CD2Cl 2 solution of this compound, we observed, above the coalescence temperature, 40°C, a spectrum corresponding to its homomeric forms.9 When the solution was warmed at about 25°C, spectral data are different from those registered above the coalescence temperature and are in agreement with a π-π chargetransfer complex between DNBF and 1,3,5-tris(N- morpholinyl)benzene. This hypothesis is supported by the fact that, on cooling the solution to, 50°C again, a complete reversibility toward the formation of WM-1b, passing through the coalescence situation, was observed. In addition, when the spectrum of a CDCl3 solution of WM-1b was recorded at 50°C, the signals of a mixture of DNBF and compound 5, the original starting materials, were observed
    • 3 solution of WM-1b was recorded at 50°C, the signals of a mixture of DNBF and compound 5, the original starting materials, were observed.
  • 37
    • 68049108830 scopus 로고    scopus 로고
    • The presence of even a very small amount of radical species would render the NMR lines very broad due to fast relaxation
    • The presence of even a very small amount of radical species would render the NMR lines very broad due to fast relaxation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.