1,2,3-Dithiazolyl and 1,2,35-Dithiadiazolyl Radicals as Spin-Bearing ...

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Magnetometry: 201
Compound Name: 5-oxo-5H-naphtho[1,2-d][1,2,3]dithiazol-4-yl acetate MW: 277.32 g/mol Synthesis and Structure: Appearance: Red needles. Lit. and/or notebook # and page: ML01-10, p19 DM09-01, p1 First made on date: Nov 17, 2010 Made by: Dan J. MacDonald Experimental Data: oDTANQOH (0.2333 g, 0.9915 mmol) was dissolved in dry THF (30 mL) and a slight excess of triethylamine was added (0.1452g, 1.435 mmol) to give a dark violet solution. After 15 minutes, a slight excess of acetylchloride (0.1105 g, 1.408 mmol) was added to give a light orange reaction mixture which was stirred at room temperature for 2 hours. A pale, off-white solid was filtered and discarded. The dark orange filtrate was evaporated under vacuum to give the title compound as a red powder (0.1749 g, 0.6307 mmol) 64% yield based on oDTANQOH. Crystals suitable for x-ray crystallography were grown by dynamic vacuum sublimation at 120 °C. FTIR (KBr): 3271(w), 1759(s), 1616(m), 1610(m), 1590(s), 1582(s), 1541(s), 1497(s), 1455(m), 1384(s), 1373(m), 1353(w), 1313(s), 1254(w), 1206(m), 1182(s), 1153(w), 1096(w), 1040(m), 1018(m), 964(w), 860(w), 815(s), 770(s), 727(w), 689(m), 672(m), 637(m), 618(w), 600(m), 584(m), 543(m), 486(w), 473(m), 419(w). 1 HNMR (300 MHz, DMSO-d6): δ 8.44 (d, J = 9.0 Hz, 1H), δ 8.16 (d, J = 9.3 Hz, 1H), δ 7.87 (m, 2H), δ 2.37 (s, 3H). MS (EI + ): m/z = 277.02 (parent ion, 100%), 235.00 (-C 2 H 2 O), 207.00(56%), 177.99(43%), 130.05(36%), 103.06 (32%), 76.01(27%). 202
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1,2,3-Dithiazolyl and 1,2,35-Dithia
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an individual binuclear coordinatio
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weren’t sure about something our
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2.1 General........................
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5.3 Reverse oDTANQ.................
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LIST OF FIGURES AND SCHEMES Figure
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Figure 2-12. Magnetic susceptibilit
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GLOSSARY OF ABBREVIATIONS ° Degree
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K k k B LMCT ls LUMO Kelvin Exchang
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LIST OF STRUCTURES I-1 I-2 I-3 I-4
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I-16a I-16b I-16c I-16d I-16e I-16f
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I-22 I-23 I-24 I-25 exo I-26 endo x
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I-34 I-35 II-3 II-4 II-1 xxv
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III-2 III-1 III-3 III-4 III-5 III-6
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V-7 V-8 V-9 V-10 V-11 V-12 V-13 V-1
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Chapter 1 - General Introduction 1.
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linear relationship shown in Figure
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A plot of χT vs. T is an important
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examination of phenyl methylene. In
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different atomic nuclei. Qualitativ
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3) 14 and a variety of thiazyl base
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with one another with an energy bar
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magnetic properties and undergoes a
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heteroatoms which could facilitate
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Figure 1-5. Qualitative molecular o
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temperature. 64 This was a very imp
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dimerization and therefore a quench
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e enough to overcome the energetica
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eaches the lower end of the investi
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DTDAs has been to exploit the rearr
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1.3.4 1,2,3-Dithiazolyl Radicals (I
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aromatic ring not only protects the
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is quite similar to the spin-polari
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compound there are many competing m
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a b c d e Figure 1-16. a) Nonorthog
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would result in non-orthogonal over
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platinum center as well as the phos
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substantial amount of unpaired elec
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I-28 I-29 I-30 The metals manganese
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gave a combination of 2 mononuclear
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changes related to geometric, chemi
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Finally, the last chapter reviews t
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(23) Rajca, A. Chem. Rev. 1994, 94,
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(53) Azuma, N.; Tsutsui, K.; Miura,
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(79) Decken, A.; Cameron, T. S.; Pa
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(102) Herz, R.; Leopold Cassella &
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(128) Aliaga-Alcalde, N., 2003. (12
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Chapter 2 - Structural and Magnetic
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2.2.2 pymDSDA Coordination Complexe
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2.2.3 DTDA Coordination Complexes o
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indicators tend to be very weak str
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In Figure 2-1a, the nickel complex
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2.2.3 Cyclic Voltametry The cyclic
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propensity for intermolecular Se-N
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dimerization motif. One possible ex
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the bridging ligand such that the D
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contacts into four different intera
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e acting as a closed-shell, S = 0,
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2.3.4 [Zn(hfac) 2 ] 2·pymDTDA (II-
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ancillary ligands and the nearly oc
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single molecular unit. Upon closer
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across the entire temperature regim
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2.5 Conclusions and Future Work It
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therefore chain formation. However
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The work presented in this chapter
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736(s), 723(s), 646(s), 632(s), 469
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(0.2023 g, 1.104 mmol) in 30 mL of
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(6) Chattoraj, S. C.; Cupka Jr, A.
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Chapter 3 - 5-oxo-5H-naphtho[1,2-d]
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triethylammonium chloride which was
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3.3.2 Mass Spectrometry A sample of
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3.3.4 X-ray Crystallography Crystal
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a 2-fold screw axis across half of
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number of electrons that this compo
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often generated in situ although wa
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similar to compounds II-1 and II-2,
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3.6 Experimental General All reacti
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Chapter 4 - The Polymorphism of Tri
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4.3 Discussion Prior to the discove
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(derived from angles ranging from 4
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a b c Figure 4-2. Packing diagrams
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polymorphs observed and are therefo
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Chapter 5 5.1 Overview There are se
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success and so a Herz ring closure
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did not immediately precipitate, bu
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Figure 5-2 shows the IR spectra for
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comparison of the infrared data obt
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discussed in section 5.2.2. As the
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ing was formed. One of the nitrogen
Page 179 and 180: equired to obtain a decent agreemen
Page 181 and 182: Considerations have been put toward
Page 183 and 184: chelation pocket is similar to that
Page 185 and 186: the mixture was filtered to remove
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Page 189 and 190: spectrum from about 1900 to 400 cm
Page 191 and 192: doublets of triplets associated wit
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Page 197 and 198: changed substantially after the tra
Page 199 and 200: The reaction to produce V-15 was qu
Page 201 and 202: the proton two carbons away next to
Page 203 and 204: which is parallel to the mean plane
Page 205 and 206: of the 1,2,3-DTA rings could act as
Page 207 and 208: mixture was refluxed for 20 h yield
Page 209 and 210: the heat source was removed and the
Page 211 and 212: 1085(w), 1059(w), 1008(w), 917(w),
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Page 215 and 216: Crystallography P 2 1 /c a = 9.1678
Page 217 and 218: Compound Name: 4-(2′-pyrimidyl)-1
Page 219 and 220: Compound Name: [μ-4-(2′-pyrimidy
Page 221 and 222: Magnetometry 192
Page 223 and 224: Crystallography P-1 a = 8.9576, b =
Page 225 and 226: Compound Name: [μ-4-(2′-pyrimidy
Page 227 and 228: Magnetometry: 198
Page 229: Crystallography: P2 1 /n a = 19.884
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Page 235 and 236: 206
Page 237 and 238: MS (EI + ): 208
Page 239 and 240: Compound Name: 5-chloro-1H-[1,2,5]t
Page 241 and 242: Compound Name: 3-nitro-1,2-naphthaq
Page 243 and 244: Compound Name: 3,4-dioxo-3,4-dihydr
Page 245 and 246: Compound Name: 4,5-dioxo-4,5-dihydr
Page 247 and 248: Compound Name: 6,6′-dinitro-1,1
Page 249 and 250: 220
Page 251: 222
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1,2,3-Dithiazolyl and 1,2,35-Dithiadiazolyl Radicals as Spin-Bearing ...

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