Reaction of a 6-dimethylaminopentafulvene with the Mes2PCH2CH2B(C6F5)2 frustrated Lewis pair |
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Authors: | Xu Bao-Hua Mömming Cornelia M Fröhlich Roland Kehr Gerald Erker Gerhard |
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Affiliation: | Organisch‐Chemisches Institut der Universit?t Münster, Corrensstrasse 40, 48149 Münster (Germany), Fax: (+49)?251‐83‐36503 |
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Abstract: | The frustrated Lewis pair Mes(2)PCH(2)CH(2)B(C(6)F(5))(2) reacts readily with 6-dimethylamino-6-methylfulvene at room temperature to yield the trans-1-[B(C(6)F(5))(2)]-2-[CH(2)CH(2)PMes(2)] disubstituted fulvene derivative 9 that features an internal N-B contact. Thermolysis (80 °C in toluene) results in a complete isomerization to the respective 1-[B(C(6)F(5))(2)]-3-[CH(2)CH(2)PMes(2)] isomer 10. Both compounds were characterized by using X-ray diffraction. A reaction scheme is formulated to rationalize the specific formation of these compounds, involving a retro-hydroboration/hydroboration sequence. The reaction of the 6-dimethylaminofulvene with HB(C(6)F(5))(2) yielded the corresponding parent compound 13 that was also characterized by X-ray diffraction. |
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Keywords: | frustrated Lewis pair hydroboration reaction mechanisms retro‐hydroboration X‐ray diffraction |
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