both oxygen and sulfur atom insertions occurring at the same transition metal-carbon bond.
Esperinientul Procedure
2: 1 (100.0 ing. 0.139 mmol) and CS, (100.0 pL, 1.660 mmol) were dissolved in CH,CI, (200 mL) and heated to reflux for 4 h. The product was separated by TLC on silica gel to give 82.8 mg 2 (orange, 78%). IR (hexane): 3(C=O) [cm-'1 = 2098(w), 2008(s), 1995(m), 1959(s). 1582(w): 'H NMR (CDCI,): b =11.65 is, 1H, CH). 4.09 (s, 3H. O M e ) ; MS: m / z =758 (M+,'*'Re) and ions corresponding to the loss of eight carbonyl ligands: correct elemental analysis. 3a: 2 (20.0 mg. 0.026 mmol) in CH,CI, (30 mL) was allowed to react with C,H,NO mg. 0.032 mmol) at 25 C for 20 min. The product was separated by TLC on Be1 to givc 19.8 mg 3a (yellOK, 97% yield). IR (hexane). V(C=O) '1 = '120(vw),2101(w).2018(s).~002(s). 1 . 1958(s), 1605(m). ' H N M R (CDCI,)-b =9.64(s.lH.CH).3.92(~,3H,OM : ni;: =774(M +, IR'Re) and ions corresponding to the loss of six carbonyl I . correct elemental analysis. 3b: 2 (20.0 mg. 0.026 mmol) in hexane (20 mL) was allowed to react with C,H,S (20.0 pL. 0.336 mind) at 25 C for 3 h. The product was separated by TLC on silica gcl to give 10.2 mg 3b (orange. 50% yield). IR (hexane): ?(C=O) [an-'1 = 21 14ivw). 2101(u). 2019(s). 2004(s). 19Y3(m).