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List of used abbreviations - RosDok - Universität Rostock

List of used abbreviations - RosDok - Universität Rostock

List of used abbreviations - RosDok - Universität Rostock

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Me<br />

3,4-Dimethyl-2-(p-tolylsulfanyl)-3,4-dimethyl-benzoic acid<br />

methyl ester (12e). Starting with 3e (616 mg, 2.0 mmol), 11a<br />

(0.3 mL, 3.0 mmol), TiCl4 (0.33 mL, 3.0 mmol) and CH2Cl2<br />

(12 mL), 12e was isolated as a highly viscous oil (212 mg,<br />

37%). 1 H NMR (250 MHz, CDCl3): δ = 2.14 (s, 3H, CH3), 2.18<br />

(s, 3H, CH3), 2.22 (s, 3H, CH3), 3.76 (s, 3H, OCH3), 7.17 (m,<br />

6H, Ar); 13 C NMR (75 MHz, CDCl3): δ = 19.1 (CH3), 20.5 (CH3), 20.9 (CH3), 52.1<br />

(OCH3), 127.7 ArCH), 128.5 (C), 129.6, 131.0, 131.4 (ArCH), 132.7, 133.4, 135.4,<br />

140.7, 141.3 (C); IR (KBr, cm −1 ): v� = 3017 (w), 2948 (w), 2921 (w), 2734 (w), 1731<br />

(s), 1656 (w), 1490 (m), 1431 (m), 1280 (s), 1203 (s), 1111 (s), 1085 (m), 802 (s),<br />

754 (w), 718 (m); MS (EI, 70 eV): m/z (%) = 286 (M + , 100), 255 (38), 254 (15), 253<br />

(42), 240 (19), 239 (82), 225 (12), 212 (16), 211 (35), 193 (7), 178 (8), 91 (10);<br />

HRMS (EI): calcd for C17H18O2S [M + ]: 286.10220, found: 286.101482.<br />

Me<br />

Me<br />

S<br />

S<br />

O<br />

Me<br />

O<br />

Me<br />

OMe<br />

OMe<br />

4-Methyl-2-(m-tolylsulfanyl)benzoic acid methyl ester<br />

(12f). Starting with 3f (441 mg, 1.5 mmol), 11a (0.23 mL, 2.25<br />

mmol), TiCl4 (0.25 mL, 2.25 mmol) and CH2Cl2 (9 mL), 12f<br />

was isolated as a highly viscous oil (204 mg, 50%). 1 H NMR<br />

(250 MHz, CDCl3): δ = 2.22 (s, 3H, CH3), 2.27 (s, 3H, CH3),<br />

3.82 (s, 3H, OCH3), 7.03-7.18 (m, 7H, Ar); 13 C NMR (63 MHz, CDCl3): δ = 19.6<br />

(CH3), 21.27 (CH3), 52.1 (OCH3), 128.1, 128.5, 128.9, 129.0, 129.8, 129.9, 132.0<br />

(ArCH), 135.1, 135.9, 136.2, 138.9, 168.9 (C); IR (KBr, cm −1 ): v� = 3091 (w), 3063 (w),<br />

2950 (w), 2924 (w), 2853 (w), 1728 (s), 1712 (s), 1661 (m), 1588 (s), 1487 (s), 1434<br />

(m), 1273 (s), 1220 (s), 1154 (s), 1107 (s); MS (EI, 70 eV): m/z (%) = 272 (M + , 100),<br />

71

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