CDCl3, TMS, ppm): δ = 1.21 (s, 3H, FcCHCH3), 3.80 (s, 3H, C6H4-p-(OCH3)), 4.07 (s, 5H, Fc-
H), 4.12 (s, 2H, Fc-H), 4.22 (s, 1H, Fc-H), 4.39 (s, 1H, Fc-H), 6.97 (d, J = 2.0 Hz, 2H,
NCHCHN), 7.05-7.08 (m, 1H, FcCHCH3), 7.25-7.27 (m, 1H, C6H4(OCH3), 7.30-7.35 (m, 2H,
C5H5H, 1H, C6H4(OCH3)), 7.54 (m, 1H, C6H4(OCH3), 7.78 (t, J = 7.6 Hz, 1H, C5H5N), 8.27-8.29
(m, 1H, C6H4(OCH3), 8.82 (d, J = 4.0 Hz, 2H, C5H5N).13C NMR (100 MHz, CDCl3, TMS, ppm):
δ = 28.9 (FcCHCH3), 55.5 (FcCHCH3), 68.8 (C6H4-p-(OCH3)), 78.5 (Fc-C), 78.8 (Fc-C), 79.0
(Fc-C), 79.2 (Fc-C), 93.2 (Fc-C), 114.8 (C6H4(CH3)), 122.7 (NCHCHN), 125.3 (NCHCHN),
127.4 (C6H4(CH3)), 127.6 (C6H4(CH3)), 127.8 (C6H4(CH3)), 128.9 (C6H4(CH3)), 129.6 (C5H5N),
137.2 (C5H5N), 152.9 (C5H5N), 158.9 (Pd-Ccarbene).
4: Yield: 44% (0.24 g). m.p.: 165-166 oC. Anal. Calc. for C36H40Cl2FeN4Pd (MW = 761.90 g.mol-
1): C, 56.75; H, 5.29; N, 7.35. Found: C, 56.85; H, 5.46; N, 7.43%. 1H NMR (400 MHz, CDCl3,
TMS, ppm): δ = 1.95 (s, 6H, C6H2(CH3)3-p-(CH3)), 1.98 (d, J = 6.7 Hz, 3H, FcCHCH3), 2.21 (s,
3H, C6H2(CH3)3-o-(CH3)), 2.26 (s, 3H, C6H2(CH3)3-p-(CH3)), 2.29 (s, 3H, C6H2(CH3)3-o-(CH3)),
2.33 (s, 3H, C6H2(CH3)3-o-(CH3)), 4.19 (s, 2H, Fc-H), 4.26 (s, 5H, Fc-H), 4.40 (s, 1H, Fc-H),
4.75 (s, 1H, Fc-H), 6.72 (d, J = 4.0 Hz, 1H, NCHCHN), 6.86 (d, J = 4.0 Hz, 1H, NCHCHN), 6.90
(s, 2H, C6H2(CH3)3), 6.95 (s, 1H, NCHCHN), 6.98 (s, 2H, C6H2(CH3)3), 7.14-7.18 (m, 1H,
13
FcCHCH3), 7.66 (s, 1H, NCHCHN), 8.03 (s, 1H, NCHN). C NMR (100 MHz, CDCl3, TMS,
ppm): δ = 15.4 (FcCHCH3), 18.6 (C6H2(CH3)3-o-(CH3)), 18.7 (C6H2(CH3)3-o-(CH3)), 20.7
(C6H2(CH3)3-p-(CH3)), 21.2 (C6H2(CH3)3-p-(CH3)), 51.36 (FcCHCH3), 66.0 (Fc-C), 67.8 (Fc-C),
69.5 (Fc-C), 70.1 (Fc-C), 87.6 (Fc-C), 116.8 (NCHCHN), 119.8 (NCHCHN), 122.8 (NCHCHN),
125.2 (C6H2(CH3)3-o-(CH3)), 131.3 (C6H2(CH3)3-o-(CH3)), 134.1 (C6H2(CH3)3-o-(CH3)), 135.7
(NCHCHN), 136.5 (C6H2(CH3)3-o-(CH3)), 137.2 (Fc-CCHCH3N), 139.1 (C6H2(CH3)3-o-(CH3)),
140.1 (C6H2(CH3)3-o-(CH3)), 140.4 (NCHN), 144.4 (C6H2(CH3)3-o-(CH3)), 145.0 (C6H2(CH3)3-
o-(CH3)), 154.1 (Pd-Ccarbene).
2.3. Preparation of the N-ferrocenylethyl-N’-(2,4,6-trimethylphenyl)imidazole-2-thione, 5.
A Schlenk flask was charged with imidazolium salt (3a, 1.0 mmol), KtOBu (1.4 mmol), and 15
0
mL dry THF. After this mixture was stirred at 25 C for one hour, S8 (2.0 mmol) was added
(Scheme 3). After two hours, H2O (10.0 mL) was added to the reaction mixture, and the organic
phase was extracted with Et2O (10.0 mLx2). Subsequently, the organic phase was dried with