Science of Synthesis

Poli, R.; Smith, K. M., Science of Synthesis, (2003) 2, 309.

Under suitable conditions, carbene and carbyne ligands can take up protons to generate al­kyl derivatives. The proton source must be of low acidity to avoid further protonolysis of the al­kyl product. This methodology is of rather limited synthetic utility. Two examples are shown in ‌Scheme 27‌.[‌115‌,‌116‌] The formation of ‌65‌ involves loss of the pyr­i­dine ligand and proton transfer from the silanol to the carbene ligand, while even more extensive changes accompany the protonation of the carbyne ligand to give al­kyl complex ‌66‌. Intramolecular proton transfer from other ligands (e.g., other al­kyl groups) is also possible.[‌65‌,‌66‌]

‌Meeeee 88‌ Meeeeeeeeee ee Meeeeee eee Meeeeee Meeeeee[‌888‌,‌888‌]

Meeeeeeeeeee Meeeeeeee

η8-Meeeeeeeee­ee­ee­ee(8,8-ee­eeee­ee­eee­eee­)ee­eee­eee(eee­eeee­ee­eeeeeeeeee)ee­eee­ee­eee(MM) (‌88‌); Meeeeee Meeeeeeee:[‌888‌]

Me e eeeeeeee, [Me(=MMe-Me)Me(eeeeeeee)(MM)] (888 ee, 8.88 eeee) eee Me8MeMM (88 ee, 8.8 eeeee) eeee eeeeeee eeee eee eeeeeeee eeeeee. Meeeeee (88 eM) eee eeeeee-eeeeeeeeeee eeee eee eeeeee. Mee eeeeeee eee eeee eeeeee ee ee eee eeeeeee eee 8.8 e. Meee eee eeeeee ee eee eeeeeeee e eeeee eeeeee eeee eeeee ee eeee eee-eeeee eeeeeeee. Mee eeeeeee eee eeeeeee eeee eee eeeee eeeeeee ee eeeee, eee eee eeeeeee eee eeeeeeeee eeee Me8M (8 × 88 eM). Mee eeeeeeee eeee eeeeeeee eeeeeee Meeeee eee eee eeeeeeee eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee ee eeeeeeeee eeeeeeeeeeeee. Meee-eeeeeee eee eeeeee eeeeee eeeeeeeee eee eeee eeeeeeee ee eeeeeeeeeee; eeeee: 888 ee (88%); MM (Meeee) νeee: (MM) 8888 (ee) ee−8; 8M MMM (eeeeeee-e8, δ): 8.88 (e, 8M, MMM, MMM = 8.8 Me), 8.88 (e, 8M, MMM, MMM = 8.8 Me).

References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) 88/8, 888.
• 8.Meeeee-Meee, (8888) 88/8, 888.