SYNTHESIS, STRUCTURE, AND BIOLOGICAL ACTIVITY OF [2.2]PARACYCLOPHANE DERIVATIVES. 8. α-PYRIDYL([2.2]PARACYCLOPHAN-4-YL)PHENYLMETHANOL: STRUCTURE OF THE COMPLEX WITH Cu(II) CHLORIDE AND INTRAMOLECULAR CYCLIZATION
DOI:
https://doi.org/10.1007/8274Keywords:
α-pyridyl([2.2]paracyclophan-4-yl)phenylmethanol, [2.2]paracyclophano[4, 5-b]indolizine, 1-phenyl-1, 1a-dehydro-6-aza[3.2.2](1, 2, 5)-6H-cyclophano[1, 2-a]pyridine, complex with Cu(II) chloride, heterocyclization, luminescent propertiesAbstract
The reaction of 2-benzoylpyridine with 4-([2.2]paracyclophanyl)lithium or of 4-benzoyl[2.2]paracyclophane with 2-pyridyllithium gave α-pyridyl([2.2]paracyclophan-4-yl)phenylmethanol. X-ray analysis has been used to study the molecular and crystalline structure of its complex with Cu(II) chloride. It was found that this triaryl-substituted methanol undergoes an intramolecular cyclocondensation in refluxing formic acid and involves the pyridine ring and the cyclophane substituent. Heterocyclization at the ortho-position of the latter gives 10-phenyl[2.2]paracyclophano[4,5-b]indolizine and cyclization at the pseudo-gem-position the 1-phenyl-1,1a-dehydro-6-aza[3.2.2](1,2,5)-6H-cyclophano[1,2-a]pyridine. The compounds prepared have luminescent properties.
How to Cite
Kryvenko, L. I.; Zvolinskii, O. V.; Soldatenkov, A. T.; Kurbatova, A. I.; Dorofeeva, G. I.; Kuleshova, L. N.; Khrustalev, V. N. Chem. Heterocycl. Compd. 2005, 41, 745. [Khim. Geterotsikl. Soedin. 2005, 864.]
For this article in the English edition, see DOI 10.1007/s10593-005-0215-3
