Ph. D. THESIS 2009

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a b Figure 17. 70 eV EI mass spectra of: a) compound 3, b) compound 4 1.6.4. FT-IR measurements Beside the NMR spectroscopy, especially the 13 C NMR one, FT-IR spectroscopy is one of the most powerful tool that can establish the nature of the spiro-compounds obtained in the acetalization reactions of compound 2: mono- or dispiro 1,3-dioxane derivatives. FT-IR spectra in solid state, recorded in KBr matrix for both compounds 3 and 4 (Figure 18), revealed the presence of carbonyl stretching frequency at about 1724 and 1684, respectively [27]. 25
Absorbance (a. u.) Absorbance (a.u.) 0.12 0.09 0.06 0.03 0.00 0.20 0.15 0.10 0.05 0.00 396 360 517 578 679 774 803 923 986 1020 1047 1113 1133 400 600 800 1000 1200 1400 1600 1800 476 649 679 750 Wavenumber (cm -1 ) 850 989 1020 a 26 1262 1367 cetodimethyl 3 1451 1471 400 600 800 1000 1200 1400 1600 1800 Wavenumber (cm -1 ) b 1100 1135 1248 1264 ceto dibromomethyl 4 1341 1373 1426 Figure 18. FT-IR spectra recorded in KBr matrix of: a) compound 3; b) compound 4. All the attempts to obtain this type of double functionalizate sites substrate through the acetalization reactions failed, due to the geometry adopted by the bicyclic diketone. In the given conditions we concluded that two 1,3-dioxane units cannot be introduced in the molecule of dione 2 and smaller functional groups such as oxime are more appropriate to obtain the desire substrate. 2. Bicyclo[3.3.1]nonane-3,7-dione dioxime The oximes are organic compounds that contain functional moiety - C(R)=N-OH. The carbon-nitrogen double bond constitutes true physical analogues to the carbon-carbon double bond and its presence in the molecule brings the formation of two geometric stereoisomers: cis and trans. 1474 1680 1724 1684 1730
Page 1 and 2: “BABES-BOLYAI” UNIVERSITY CLUJ-
Page 3 and 4: General Introduction OUTLINE Part A
Page 5 and 6: 3.6.1. Dots 188 3.6.2. 3D structure
Page 7 and 8: Part A: Synthesis and Structural An
Page 9 and 10: H 3C H 3C O O O C C O O 1a O O C C
Page 11 and 12: The two forms are in equilibrium an
Page 13 and 14: Figu re 4 . Th e 13 C-NMR APT (CDCl
Page 15 and 16: set used , the anarmonicities that
Page 17 and 18: Figure 9. ORTEP diagram for the bic
Page 19 and 20: 1.5.1. Tetramethyl 3,7-dihydroxybic
Page 21 and 22: Table 7. The selected molecular par
Page 23 and 24: a b Figure 14. 1 H NMR spectrum (CD
Page 25: Figure 16. 13 C NMR spectrum APT (C
Page 29 and 30: icyclo[3.3.1]nonane-3,7-dione solut
Page 31 and 32: m u lt ip let a t a t δ ==1 .7 6 p
Page 33 and 34: Figure 22. 13 C NMR APT spectrum of
Page 35 and 36: Figure 24. NMR investigation of the
Page 37 and 38: (mol·l -1 ) syn 8.8 x10 -3 1.4373
Page 39 and 40: a b Figure 29. 3D FTIR spectra in s
Page 41 and 42: Figure 32. ORTEP diagram for the cy
Page 43 and 44: H2 … N3 = 1.839 Å H5 … N6 = 1.
Page 45 and 46: 2. Conclusions of the part A Differ
Page 47: 20. L. J. Bellamy, “Advanced in I
Page 50 and 51: 2. Experimental part: fabrication a
Page 52 and 53: 3 m 30 m a b Figure 4. Optical imag
Page 54 and 55: (NA 1.25) in phase-contrast (a) and
Page 56 and 57: was chosen instead of an aqueous on
Page 58 and 59: Our goal is to develope a lasser as
Page 60 and 61: Figure 15. a Optical image of gold
Page 62 and 63: the power as parameter exhibits a m
Page 64 and 65: a b Figure 21 a) Optical image of g
Page 66: 4.5.3. 3D structures The 3D structu
Page 69 and 70: Selected References 1. E. S. Wu, J.
Page 71: VIII. J. Bosson-Ehoomann, A. Mihut,

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