*3.4. Analytical Data of the Cross-Coupling Products*

1-(2-Tolyl)-3-phenylprop-2-yn-1-one (**11ab**) [37]. <sup>1</sup>H NMR (CDCl3): δ 2.68 (s, 3 H, CH3), 7.26–7.29 (m, 1 H, aromatics), 7.33–7.49 (m, 5 H, aromatics), 7.64–7.67 (m, 2 H, aromatics), 8.28–8.32 (m, 1 H, aromatics). <sup>13</sup>C{1H} NMR (CDCl3): <sup>δ</sup> 21.9 (CH3), 88.4 and 91.8 (C≡C), 120.4, 125.9, 128.6, 130.6, 132.2, 132.90, 132.93, 133.2, 135.8, 140.5 (aromatics), 179.8 (C=O).

1-(3-Tolyl)-3-phenylprop-2-yn-1-one (**11ac**) [37]. <sup>1</sup>H NMR (CDCl3): δ 2.45 (bq, 3 H, JHH = 0.7 Hz, CH3), 7.41-7.51 (m, 5 H, aromatics), 7.67–7.71 (m, 2 H, aromatics), 8.01–8.06 (m, 2 H, aromatics). <sup>13</sup>C{1H} NMR (CDCl3): δ 21.3 (CH3), 87.0 and 92.9 (C≡C), 120.2, 127.1, 128.5, 128.7, 129.8, 130.7, 133.1, 135.0, 136.9 and 138.5 (aromatics), 178.2 (C=O).

1-(4-Tolyl)-3-phenylprop-2-yn-1-one (**11ad**) [37]. <sup>1</sup>H NMR (CDCl3): δ 2.45 (s, 3 H, CH3), 7.29–7.33 (m, 2 H, aromatics), 7.40–7.45 (m, 2 H, aromatics), 7.46–7.51 (m, 1 H, aromatics), 7.67–7.71 (m, 2 H, aromatics), 8.10–8.14 (m, 2 H, aromatics). <sup>13</sup>C{1H} NMR (CDCl3): <sup>δ</sup> 21.9 (CH3), 87.0 and 92.6 (C≡C), 120.3, 128.7, 129.4, 129.7, 130.7, 133.0, 134.6 and 145.2 (aromatics), 177.3 (C=O).

1-(3-Nitrophenyl)-3-phenylprop-2-yn-1-one (**11af**) [8]. <sup>1</sup>H NMR (CDCl3): δ 7.46 (m, 2 H, aromatics), 7.54 (m, 1 H, aromatics), 7.74 (m, 3 H, aromatics), 8.49 (ddd, JHH = 8.2, 2.3, 1.1 Hz, 1 H, aromatics), 8.53 (dt, JHH = 7.8, 1.4 Hz, 1 H, aromatics), 9.06 (t, JHH = 1.9 Hz, 1 H, aromatics). <sup>13</sup>C{1H} NMR (CDCl3): δ 86.2 and 95.3 (C≡C), 119.4, 124.6, 128.2, 128.9, 129.9, 131.5, 133.4, 134.6, 138.1, 148.5 (aromatics), 175.4 (s, C=O). Crystal used for structure determination was grown from chloroform/hexane.

1-(4-Nitrophenyl)-3-phenylprop-2-yn-1-one (**11ag**) [38]. <sup>1</sup>H NMR (CDCl3): δ 7.43 and 7.49 (m, 2 H, aromatics), 7.51–7.57 (m, 1 H, aromatics), 7.69–7.74 (m, 2 H, aromatics), 8.38 (m, 4 H, aromatics). <sup>13</sup>C{1H} NMR (CDCl3): <sup>δ</sup> 86.5 and 95.4 (C≡C), 119.4, 123.9, 128.9, 130.5, 131.5, 133.3, 141.0 and 150.9 (aromatics), 175.9 (C=O).

1-(4-Anisyl)-3-phenylprop-2-yn-1-one (**11ah**) [37]. <sup>1</sup>H NMR (CDCl3): δ 3.90 (s, 3 H, CH3O), 6.97–7.01 (m, 2 H, aromatics), 7.39–7.50 (m, 3 H, aromatics), 7.66–7.70 (m, 2 H, aromatics), 8.18–8.22 (m, 2 H, aromatics). <sup>13</sup>C{1H} NMR (CDCl3): <sup>δ</sup> 55.6 (CH3), 86.9 and 92.3 (C≡C), 113.9, 120.4, 128.7, 130.3, 130.6, 132.0, 133.0 and 164.5 (aromatics), 176.7 (C=O).

1-(4-Chlorophenyl)-3-phenylprop-2-yn-1-one (**11ai**) [37]. <sup>1</sup>H NMR (CDCl3): δ 7.40–7.46 (m, 2 H, aromatics), 7.47-7.52 (m, 3 H, aromatics), 7.67–7.70 (m, 2 H, aromatics), 8.14-8.18 (m, 2 H, aromatics). <sup>13</sup>C{1H} NMR (CDCl3): <sup>δ</sup> 86.6 and 93.6 (C≡C), 119.9, 128.8, 129.0, 130.9, 131.0, 133.1, 135.3 and 140,7 (aromatics), 176.7 (C=O).

3-(4-Tolyl)-1-phenylprop-2-yn-1-one (**11ba**) [38]. <sup>1</sup>H NMR (CDCl3): δ 2.41 (s, 3 H, CH3), 7.21–7.25 (m, 2 H, aromatics), 7.49-7.54 (m, 2 H, aromatics), 7.57–7.65 (m, 3 H, aromatics), 8.20–8.24 (m, 2 H, aromatics). <sup>13</sup>C{1H} NMR (CDCl3): <sup>δ</sup> 21.8 (CH3), 86.8 and 93.8 (C≡C), 117.0, 128.6, 129.5, 129.6, 133.1, 134.0, 137.0 and 141,6 (aromatics), 178.1 (C=O).

3-(4-Anisyl)-1-phenylprop-2-yn-1-one (**11ea**) [38]. <sup>1</sup>H NMR (CDCl3): δ 3.86 (s, 3 H, CH3O), 6.91–6.96 (m, 2 H, aromatics), 7.49–7.54 (m, 2 H, aromatics), 7.60–7.67 (m, 3 H, aromatics), 8.20–8.24 (m, 2 H, aromatics). <sup>13</sup>C{1H} NMR (CDCl3): <sup>δ</sup> 55.5 (CH3), 86.9 and 94.3 (C≡C), 111.9, 114.4, 128.6, 129.5, 133.9, 135.2, 137.1 and 161.8 (aromatics), 178.1 (C=O).

3-[4-(Trifluoromethyl)phenyl]-1-phenylprop-2-yn-1-one (**11ja**) [39]. <sup>1</sup>H NMR (CDCl3): δ 7.51–7.56 (m, 2 H, aromatics), 7.64–7.71 (m, 3 H, aromatics), 7.78–7.81 (m, 2 H, aromatics), 8.20–8.23 (m, 2 H, aromatics). <sup>13</sup>C{1H} NMR (CDCl3): <sup>δ</sup> 88.1 and 90.5 (C≡C), 123.6 (q, <sup>1</sup> JFC = 273 Hz, CF3), 124.0, 125.6 (q, 3 *J*FC = 4 Hz), 128.8, 129.6, 132.3 (q, <sup>2</sup> *J*FC = 33 Hz), 133.2, 134.5 and 136.6 (aromatics), 177.7 (C=O) <sup>19</sup>F NMR (CDCl3): δ − 63.4 (s).

1-(2-Phenylvinyl)-3-phenylprop-2-yn-1-one (**11ak**) [39]. <sup>1</sup>H NMR (CDCl3): δ 6.88 (d, <sup>3</sup> *J*HH = 16.1 Hz, 1 H, CH=), 7.39–7.50 (m, 5 H, aromatics), 7.58–7.68 (m, 4 H, aromatics), 7.91 (d, <sup>3</sup> *J*HH = 16,1 Hz, 1 H, CH=). <sup>13</sup>C{1H} NMR (CDCl3): <sup>δ</sup> 86.6 and 91.5 (C≡C), 120.2, 128.6, 128.7, 128.7, 129.1, 130.6, 131.2, 133.0, 134.1 and 148.3 (CH=CH and aromatics), 178.2 (C=O).

1-(*t*-Butyl)-3-phenylprop-2-yn-1-one (**11am**) [40]. <sup>1</sup>H NMR (CDCl3): δ 1.28 (s, 9 H, CH3), 7.36–7.41 (m, 2 H, aromatics), 7.43–7.48 (m, 1 H, aromatics), 7.56–7.60 (m, 2 H, aromatics). <sup>13</sup>C{1H} NMR (CDCl3): δ 26.1 (CH3), 44.9 ((CH3)3*C*), 86.0 and 92.2 (C≡C), 120.3, 128.6, 130.6 and 133.0 (aromatics), 194.3 (C=O).

1-(2-Furanyl)-3-phenylprop-2-yn-1-one (**11an**) [41]. <sup>1</sup>H NMR (CDCl3): δ 6.61 (dd, <sup>3</sup> JHH = 3.6 Hz, 3 JHH = 1.71 Hz, 1 H, furanyl), 7.39–7.51 (m, 4 H, furanyl and aromatics), 7.63–7.67 (m, 2 H, aromatics), 7.70 (dd, <sup>3</sup> *J*HH = 1.7 Hz, <sup>4</sup> *<sup>J</sup>*HH <sup>=</sup> 0.9 Hz, 1 H, furanyl). <sup>13</sup>C{1H} NMR (CDCl3): <sup>δ</sup> 86.2 and 91.0 (C≡C), 112.7, 119.9, 120.9, 128.7, 130.9, 133.1, 148.1, 153.2 (aromatics and furanyl), 164.8 (C=O).

1-(2-Thienyl)-3-phenylprop-2-yn-1-one (**11ao**) [39]. <sup>1</sup>H NMR (CDCl3): δ 7.19 (dd, <sup>3</sup> JHH = 4.92 Hz, 3 JHH = 3.8 Hz, 1 H, thienyl), 7.39–7.51 (m, 3 H, aromatics), 7.65–7.69 (m, 2 H, aromatics), 7.73 (dd, <sup>3</sup> JHH = 4.9 Hz, <sup>4</sup> JHH = 1.2 Hz, 1 H, thienyl), 8.01 (dd, <sup>3</sup> JHH = 3.8 Hz, <sup>4</sup> JHH = 1.2 Hz, 1 H, thienyl). <sup>13</sup>C{1H} NMR (CDCl3): δ 86.5 and 91.7 (C≡C), 120.0, 128.4, 128.7, 130.9, 133.1, 135.1, 135.3 a 145.0 (thienyl and aromatics), 169.8 (C=O).

3-Ferrocenyl-1-phenylprop-2-yn-1-one (**11pa**) [42]. <sup>1</sup>H NMR (CDCl3): δ 4.29 (s, 5 H, C5H5), 4.43 (virtual t, <sup>3</sup> *J*HH = 1.9 Hz, 2 H, C5H4), 4.69 (vt, <sup>3</sup> JHH = 1.9 Hz, 2 H, C5H4), 7.49–7.55 (m, 2 H, aromatics), 7.59–7.65 (m, 1 H, aromatics), 8.17–8,21 (m, 2 H, aromatics). <sup>13</sup>C{1H} NMR (CDCl3): δ 60.3, 70.5, 70.8 and 73.2 (ferrocene), 85.5 and 96.6 (C≡C), 128.5, 129.4, 133.7, 137.2 (aromatics), 177.6 (C=O).
