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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OH<br />
O<br />
5'-Hydroxy-[1,1';3',1'']terphenyl-4'-carboxylic acid<br />
methyl ester (17a): Starting with 15 (430mg, 1.65 mmol),<br />
16a (444mg, 1.5 mmol), TiCl4 (0.2ml, 1.65 mmol) and<br />
CH2Cl2 (9ml), 17a was isolated as a gummy compound<br />
(201 mg, 40%); 1 H NMR (300 MHz, CDCl3): δ = 3.40 (s,<br />
3H, OCH3), 6.96-7.54 (m, 12H, ArH), 10.75 (s, 1H, OH); 13 C NMR (75 MHz, CDCl3):<br />
δ = 52.1 (OCH3), 111.1, 115.1, 122.0, 127.3 (ArCH), 127.6, 128.0, 128.5 (2C ArCH),<br />
128.9 (ArCH), 129.3 (2C ArCH), 139.7, 143.2, 145.8, 146.8, 162.3 (ArCH), 171.7<br />
(C); IR (neat): ν̃ = 3426 (m), 3083 (w), 3054 (m), 3025 (m), 2947 (m), 1664 (s), 1597<br />
(m), 1553 (m), 1491 (w), 1437 (s), 1386 (s), 1354 (m), 1319 (s), 1256 (s), 1230 (s),<br />
1198 (m),. 1142 (s), 1014 (m), 776 (m), 767 (m), 702 (s); cm−1; GC-MS (EI, 70 eV):<br />
m/z (%): 304 (40), 273 (23), 272 (M + , 100), 245 (9), 244 (38), 216 (11), 215 (54), 213<br />
(8), 202 (3), 189 (3), 152 (5), 139 (3), 122 (6), 113 (4), 107 (16), 94 (7). HRMS (EI):<br />
calcd for C20H16O3 [M + ]: 304.10940, found 304.109762.<br />
OH<br />
O<br />
OMe<br />
Me<br />
1-(5'-Hydroxy-[1,1';3',1'']terphenyl-4'-yl)-ethanone)<br />
(17b): Starting with 15 (403mg, 1.65 mmol), 16b ( 444mg,<br />
1.5 mmol), TiCl4 (0.2ml, 1.65 mmol) and CH2Cl2 (9ml), 17b<br />
was isolated as a gummy compound (194mg, 41%); 1 H<br />
NMR (300 MHz, CDCl3): δ = 1.80 (s, 3H, CH3), 6.79-7.93<br />
(m, 12H, ArH), 11.87 (s, 1H, OH); 13 C NMR (75 MHz, CDCl3): δ = 28.6 (CH3), 114.1,<br />
116.3, 118.8, 120.3, 122.4(ArCH), 126.2 (2C ArCH), 127.7 (ArCH), 127.9 (2C ArCH),<br />
131.4, 134.5, 138.2, 142.2, 144.3 145.6, 160.8, 184.7 (ArCH), 205.6 (C); IR (neat):<br />
ν̃ = 3425 (m), 3086 (w), 3054 (m), 3025 (m), 2946 (m), 1665 (s), 1596 (m), 1554 (m),<br />
89