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Please login to access the full content or check if you have access via Variation 2: Zirconium-Mediated Carbometalation of Alkynes

DOI: 10.1055/sos-SD-046-00090

Gandon, V.; Thorimbert, S.; Malacria, M.Science of Synthesis, (200946177.

Zirconacyclopentadienes 9 can be prepared from a low-valent bis(η5-cyclopentadienyl)zirconium(II) Zr(Cp)2 source such as the complex 8 and 2 equivalents of an alkyne (Scheme 4). Hydrolysis or other electrophilic treatment of the zirconacyclopentadienes gives conjugated dienes 10.[‌26‌]

Meeeee 8 Meeeeeeee-Meeeeeee Meeeeeeee eeeeeee Meeeeee Me Meee 8,8-Meeeee[‌88‌]

Me eee eeee ee eee eeeeeeeeeeeeeeeeeeeeeeeeeeeeeeee 88 eee eeee eeee eeeeeee eeeeeee eeee eee MeM eeee eeeeeeeeee eee eeeeeeeeeeee 88. Mee eeeeeeeee eeee eee eeee ee eeeeeeeeeeeeee eeeee eeeeee(M) eeeeeeee, eee eee eeeee eeeeee MeM eeee ee eeeeeeeeeee eeeeeeeee ee eeeee-eeeeeeee eeeeeeeee; eee eeeeeee, eeee eeeeeeeeeee eee e eeeeeeeee eeeeee ee eeeeeeee(eeeeeeeeeeeeeeeeee)eeeeeeeee(8), [(8M,8M)-8,8-eeeeeeeeeee-8,8-eeee-8-ee]eeeeeee (88) ee eeeeee (Meeeee 8).[‌88‌]

Meeeee 8 Meeeeeeee-Meeeeeeee Meeeeeee ee e Mee(η8-eeeeeeeeeeeeeeee)eeeeeeeeeeeeeee[‌88‌]

M eeeeeeeee/eeeeee eeeeeeee eeeeeeee ee eeee eeee eee eee eeeeeeee ee eeeeeeeeeeeeeeeeeeeeeee 88 eeee eeeeeee ee eeeeeee eeeeeee ee eeee eee eeeeeeeeeeeeee eeeeeee 8,8-eeeeee 88 (Meeeee 8).[‌88‌]

Meeeee 8 Meeeeeeee/Meeeee Meeeeeee eee Meeeeeeeee Meeeeeee eeee Meeeeee[‌88‌]

Mee eeeeeeeee ee eeeeeeeeeeeeeeeeeeeeeee ee eeeeeeeeee eeee eeee eeeeeee, eeeeeeeee eeeeeeeeeeeeeeee (Meeeee 8); eeee, 8:8 eeeeeeee ee 8,8- eee 8,8-eeeeeee-8,8-eeeeee 88 eee 88 eee ee eeeeeeee eeeee eeeeeee-eeeeeee eeeeeee eeeeee 88.[‌88‌] Me ee eeee eeeeeeeeee eeee eeee eeeeeeee eee ee eeeeeeeeeeee eeeeeee ee eeeeeeeeeee 8,8-eeeeee.[‌88‌]

Meeeee 8 Meeeeeeee-Meeeeeee Meeeeeee Meeeeeeee ee Meeeeeeeeeeeee Meeeee[‌88‌]

Meeeeeeee MeeeeeMeeeeee eeeee eeeeeeee ee eee eeeeeeeeeee eeeee 88 eeee eeeeeeeeeee eeeeee ee eee eeee eeeeeeee eeeeeeee eee eeeee eee 8-eeeeeeeee 8,8-eeeee 88 ee 88% eeeee. Meeeeeeee ee eee eeeeeeeeeeeee eeee eeee eeeeeeee eeeeeeee eeee eeeeeeeee 8-eeeeeee­eeeeeeeeeee-8-eee (88) ee 88% eeeee (Meeeee 8).[‌88‌]

Meeeee 8 Mee ee e Meeeeeeeeee 8,8-Meeee ee eee Meeeeeeee ee 8-Meeeeee­eeeeeeeeeee-8-eee[‌88‌]

8,8-Meeee-8,8-eeeeeeeeeeeee 88 eee eeee ee eeeeee eee e eeeeeeeee eeeeeeee ee eeeee eeeeeeeeeeeeee eeeeeeeeeeeeeeee ee eee eeeeeeee eeeeeeeeeeeeeeee 88 eeeee eee Meeeeeee eeeeeee [eeeeeeeee(η8-eeeeeeeeeeeeeeee)eeeeeeeeeeeeeeee(MM)][‌88‌] eeeee eee eeeeeee 88. Meee eeeeeee ee eeee eeee eeeeee(M) eeeeeee eeeee eeeeeeeeeeeee eeee eeeeeee eeeeeeeeeeee ee eeeeeee eee eeeeeee eeeeee ee eeee eeeeee (Meeeee 8).[‌88‌] Mee eeeeee eeeeeeee ee eeeeeeeeeeeeee eee Meeeeee ee Meeeeeeee, Mee. 8 [Meeee Meeeeeeee (Meeeeee].

Meeeee 8 Meeeeeeee-Meeeeeee Meeeeeeeeee ee 8,8-Meeeeeeeeee 8,8-Meeeee[‌88‌]

Meeeeeeeeee 8

M8 Meeee (%) ee 88 eeee 88 Mee
Me 88 [‌88‌]
e-Me 88 [‌88‌]
(MM8)8Me 88 [‌88‌]
(MM8)8Me 88 [‌88‌]
(MM8)8Me 88 [‌88‌]
eeeeeeeeeee 88 [‌88‌]

Meeeeeeeeeee Meeeeeeee

8,8-(8M,8M)-Meeeee-8,8-eeeee-8,8-eeeeeee(8,8,8,8-eeeeeeeeeee-8,8,8-eeeeeeeeeeeee) (88, M8=Me); MeeeeeeMeeeeeeee:[‌88‌]

Mee eeeeeeeeeeeeeee 88 (M8=Me; 8.888e, 8eeee) ee MMM (8eM) eee eeeee ee e eeeeeee eeeeeeeeee ee [Me(Me)8MeM] (8.88eeee, 8.888e) ee eee MMM eeee ee 88°M eee eeeeeeeee eeeee eeeee. Mee eeeeeeeeee eee eeeeeee eee ee eeeeeeeeee 88eee, eeeeee eeeee eeee e eeeee eeeeee-eeeeeee eeee eeeeee. MeMe (8eeee, 8.888e) eee eeee eeeee eeee eeeeeeee eee, eeeeee 88eee, eeeeeeee Me eee eeeeeeeee. Mee eeeeeeee eee eeeeeeee ee eee eeeeeeeeeeee ee eee. ee MM8Me eee, eeeee eeeeeeeeee, eee eeeeeeee eee eeeeeeeee eeee eeeeeee (8 ×). Mee eeeeeeee eeeeeeee eeee eeeee (Me8MM8) eee eeeeeeeeeeee; eeeeeeeeeeeeee ee eee eeeeeee (eeeeee eee, Me8M/eeeeee 8:88) eeeeeeee ee eee; eeeee: 8.888e (88%); 88MMMM (MMMe8, δ): 88.8.