Synthesis and Characterization of a New Alkenyldecaborane and Alkenyl Monocarbon Carboranes |
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Authors: | Burgos-Adorno Glamarie Carroll Patrick J Quintana William |
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Institution: | Department of Chemistry and Biochemistry, New Mexico State University, Box 30001, Department 3C, Las Cruces, New Mexico 88003-8001, Department of Chemistry and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, and Department of Chemistry, University of Puerto Rico, Cayey Campus, Cayey, Puerto Rico 00640. |
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Abstract: | Decaborane(14) reacts with 1-(CH(3))(3)SiC&tbd1;CC(4)H(9) in the presence of dimethyl sulfide to give the new alkenyldecaborane 5-(S(CH(3))(2))-6-(CH(3))(3)Si(C(4)H(9))C=CH]B(10)H(11) (I). Crystal data for 5-(S(CH(3))(2))-6-(CH(3))(3)Si(C(4)H(9))C=CH]B(10)H(11): space group P2(1)/n, monoclinic, a = 9.471(1) ?, b = 13.947(3) ?, c = 17.678(3) ?, beta = 100.32(1) degrees. A total of 3366 unique reflections were collected over the range 2.0 degrees = 2theta = 56.0 degrees, of which 1763 reflections had F(o)(2) >/= 3sigma(F(o)(2)) and were used in the final refinement. R(F)() = 0.083; R(w)(F)() = 0.094. The single-crystal X-ray structure of 5-(S(CH(3))(2))-6-((CH(3))(3)Si)(2)C=CH]B(10)H(11) (A) is also reported. Crystal data for 5-(S(CH(3))(2))-6-((CH(3))(3)Si)(2)C=CH]B(10)H(11): space group, P2(1)2(1)2(1), orthorhombic, a = 9.059 (3) ?, b = 12.193(4) ?, c = 21.431(3) ?. A total of 4836 unique reflections were collected over the range 6 degrees = 2theta = 140 degrees, of which 3705 reflections had F(o)(2) >/= 3sigma(F(o)(2)) and were used in the final refinement. R(F)() = 0.052; R(w)(F)() = 0.059. The reactions of 5-(S(CH(3))(2))6-(CH(3))(3)Si(C(4)H(9))C=CH]B(10)H(11) and 5-(S(CH(3))(2))6-((CH(3))(3)Si)(2)C=CH]B(10)H(11) with a variety of alkyl isocyanides were investigated. All of the alkenyl monocarbon carboranes reported are the result of incorporation of the carbon atom from the isocyanide into the alkenyldecaborane framework and reduction of N&tbd1;C bond to a N-C single bond. The characterization of these compounds is based on (1)H and (11)B NMR data, IR spectroscopy, and mass spectrometry. |
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