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Alkylation reactions of the CCO ligand in triruthenium carbonyl clusters. Synthesis and x-ray crystal structure of Ru/sub 3/(CO)/sub 9/(. mu. /sub 3/-CO)(. mu. /sub 3/-C=C(OCH/sub 3/)CH/sub 3/)

Journal Article · · J. Am. Chem. Soc.; (United States)
DOI:https://doi.org/10.1021/ja00254a021· OSTI ID:6043622

Alkylation reactions of the series of ruthenium ketenylidenes (Ru/sub 3/(CO)/sub 6/(..mu..-CO)/sub 3/(..mu../sub 3/-CCO))/sup 2 -/ (1), (HRu/sub 3/(CO)/sub 9/(..mu../sub 3/-CCO))/sup -/ (2), and H/sub 2/Ru/sub 3/(CO)/sub 9/(..mu../sub 3/-CCO) (3) were studied. The dinegative cluster 1 is attacked by the electrophile CH/sub 3/I to produce the acetyl cluster (Ru/sub 3/(C()/sub 10/(..mu../sub 3/-CC(O)CH/sub 3/))/sup -/ (4). /sup 13/C-labeling experiments show that the acyl CO in 4 is derived from a metal-bound carbonyl ligand on 1, instead of from the CO of the CCO ligand. An alkylation mechanism consistent with the observations is proposed. The product of the reaction of 1 with CH/sub 3/I reacts further with the strong alkylating reagent CH/sub 3/OSO/sub 2/CF/sub 3/ to produce the vinylidene cluster Ru/sub 3/(CO)/sub 9/(..mu../sub 3/-CO)(..mu../sub 3/-C=C(OCH/sub 3/)CH/sub 3/) (5) which has been characterized by a single-crystal X-ray structure determination. Compound 5 readily reacts with H/sub 2/ with concomitant CO loss to produce H/sub 2/Ru/sub 3/(CO)/sub 9/(..mu../sub 3/-C=C(OCH/sub 3/)CH/sub 3/) (6). In contrast to the nucleophilicity of dianion 1, the mononegative and neutral clusters (HRu/sub 3/(CO)/sub 9/(..mu../sub 3/-CCO))/sup -/ (2) and H/sub 2/Ru/sub 3/(CO)/sub 9/(..mu../sub 3/-CCO) (3) are electrophilic, as demonstrated by their reaction with the nucleophile LiCH/sub 3/. In either case, attack by LiCH/sub 3/ occurs at the ..beta..-carbon of the CCO ligand. Extended Hueckel molecular orbital calculations suggest that the observed reactions of 2 and 3 with nucleophiles are orbital-controlled reactions. The /sup 13/C NMR data reported for the compounds include carbon-carbon coupling constants for the capping ligands. Crystals of 5 are monoclinic of space group P2/sub 1//n with a = 8.3993 (17) A, b = 15.9259 (16) A, c = 14.1140 (13) A, ..beta.. = 90.95 (1)/sup 0/, V = 1887.73 A, and d/sub calcd/ = 2.296 g/cm/sup 3/ for Z = 4.

Research Organization:
Northwestern Univ., Evanston, IL
OSTI ID:
6043622
Journal Information:
J. Am. Chem. Soc.; (United States), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 109:20; ISSN JACSA
Country of Publication:
United States
Language:
English