Synthesis of 2-Oxa-4,6,8-triazabicyclo[3.3.0]octanes

• Autorzy: Kakanejadifard A. , Kargar K. , Farnia M. , Bahrami Ziabari M. , Todaro L.
• Języki publikacji: EN

Abstrakty

EN

4,6,8-Triaryl-2-oxa-4,6,8-triazabicyclo[3.3.0]octanes (4) and 6,8-diaryl-2,4-dioxa-6,8- diazabicyclo[3.3.0]octanes (5) were synthesized by condensation of arylamines with glyoxal and formaldehyde in CH3CN. Change of the reaction solvent to CH3OH leads to dimethoxy imidazolidine (7). Depending on the reaction conditions, intermediates with different configuration are formed. The X-ray crystal structure determination of 5 shows a cis fusion of the two five-membered rings, in line with two anomeric effect; a strong nN_óC-O * interaction and a weak nO_óC-N * . The compound5 is a rare molecule containing N-C-N and O-C-O units adjacent to N-C-O anomeric moiety. The results show, that in the presence of anomeric unit of N-C-O, the anomeric effect of N-C-N and O-C-O moieties are negligible.

Słowa kluczowe

EN

2-oxa-4,6,8-triazabicyclo[3.3.0]octanes; 2,4-dioxa-6,8-diazabicyclo[3.3.0]octane; dimethoxy imidazolidine; X-ray analysis; glyoxal condensation

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 2004
• Tom: Vol. 78 / nr 1
• Strony: 45--51
• Opis fizyczny: Bibliogr. 17 poz., rys.

Twórcy

autor

Kakanejadifard A.

• Department of Chemistry, Faculty of Science, Lorestan University, Khorramabad, Iran

autor

Kargar K.

• Department of Chemistry, Faculty of Science, Lorestan University, Khorramabad, Iran

autor

Farnia M.

• Department of Chemistry, Faculty of Science, Tehran University, Tehran, Iran

autor

Bahrami Ziabari M.

• Department of Chemistry, Faculty of Science, Tehran University, Tehran, Iran

autor

Todaro L.

• Hoffmann La Roche Inc., Nutley, New Jersey 07110-1199, USA

Bibliografia

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