Synthesis of Osmium meso-Tetra-p-tolylporphyrin Carbene Complexes (TTP)Os=CRR' (R, R' = p-Tolyl; R = H, R' = SIMe3, C02Et): Stereoselective, Catalytic Production of Olefins

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1992-07-01
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Smith, Daniel
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Chemistry

The Department of Chemistry seeks to provide students with a foundation in the fundamentals and application of chemical theories and processes of the lab. Thus prepared they me pursue careers as teachers, industry supervisors, or research chemists in a variety of domains (governmental, academic, etc).

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The Department of Chemistry was founded in 1880.

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A series of osmium meso -tetra-p -tolylporphyrln carbene complexes, (lTP)Os=CRR' [R, R' = p-tolyl (1); R = H, R' = SIMe3 (2), CO~t (3)], have been prepared by treating [ Os(TTP)] 2 with the appropriate dla· zoalkane (N2CRR'). The carbene complexes, 1-3, and the osmium complexes [Os(TTP)]2, Os(TTPXCOXpy), and Os(lTPXpy)2 catalytically convert ethyl dlazoacetate to dlethyl maleate and dlethyl fumarate In high yields and high stereoselectlvlty. The Z/Eratios range from 18:1 to 26:1. Olefin also can be produced from N2C(p-C8H4- CH3)2 but not from N2CHSIMe3•

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Reprinted (adapted) with permission from Organometallics 11 (1992): 2344, doi:10.1021/om00043a011. Copyright 1992 American Chemical Society.

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Wed Jan 01 00:00:00 UTC 1992
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