Macrocycle opening in crown compounds
4. Steric effects in the ring-opening reaction of the macrocycle of 4′-nitrobenzo-15-crown-5 ether under the action of amines to form podands
Organic Chemistry
Received:
Revised:
- 25 Downloads
- 3 Citations
Abstract
The regioselective nucleophilic opening of the macrocycle of 4′-nitrobenzo-15-crown-5 ether under the action of amines with various structures to form nitrogen-containing podands was studied. A distinguishing characteristic feature of this reaction with aminoalcohols is the ability of the latter to form hydrogen bonds, resulting in an increase in the degree of conversion into podands.
Key words
4′-nitrobenzo-15-crown-5 ether opening of the macrocycle amines podandsPreview
Unable to display preview. Download preview PDF.
References
- 1.S. P. Gromov, S. N. Dmitrieva, and V. E. Krasnovskii,Izv. Akad. Nauk, Ser. Khim., 1997, 540 [Russ. Chem. Bull., 1997,46, 519 (Engl. Transl.)].Google Scholar
- 2.S. P. Gromov, A. I. Vedernikov, and O. A. Fedorova,Izv. Akad. Nauk, Ser. Khim., 1995, 950 [Russ. Chem. Bull., 1995,44, 923 (Engl. Transl.)].Google Scholar
- 3.S. P. Gromov, A. I. Vedernikov, and O. A. Fedorova,Izv. Akad. Nauk, Ser. Khim., 1996, 687 [Russ. Chem. Bull., 1996,45, 648 (Engl. Transl.)].Google Scholar
- 4.R. Ungaro, B. El Haj, and J. Smid,J. Am. Chem. Soc., 1976,98, 5198.CrossRefGoogle Scholar
- 5.A. N. Kost, D. V. Yashunskii, S. P. Gromov, and R. S. Sagitullin,Khim. Geterotsikl. Soedin., 1980, 1268 [Chem. Heterocycl. Compd., 1980 (Engl. Transl.)].Google Scholar
- 6.S. P. Gromov, M. M. Bkhaumik, and Yu. G. Bundel',Khim. Geterotsikl. Soedin., 1985, 522 [Chem. Heterocycl. Compd., 1985 (Engl. Transl.)].Google Scholar
Copyright information
© Kluwer Academic/Plenum Publishers 1999