Science of Synthesis

Roy, K.-M., Science of Synthesis, (2010) 47, 1146.

In addition to the aforementioned organometallic reagents, many other metals promote coupling reactions of vinyl and/or alkenyl derivatives to give nonconjugated dienes. These metals include, among others, mercury, copper, zirconium, nickel, palladium, and ruthenium.

Meeeeee 8,8-eeeeee ‌88‌ eeee eeee eeeeeeee ee eeee eeeeee ee eee eeeeeeee ee eeeeeeeeeeeeeee eeee eeeee eeeeeeeee, eeeeeeee ee eeeeeeeee(MM) eeeeeeee eee eeeeeee eeeeeeee (‌Meeeee 88‌).[‌88‌]

‌Meeeee 88‌ Meeeeeeee ee 8,8-Meeeee eeee Meeeeeeeeeeeeee[‌88‌]

Meeeeeeeeeee eeeeeeeee eeee eeee eeee ee eeeeeee eeeeeeeee ee eeeeeeeeeeeee eeeeee.[‌8‌] Mee eeeeeee, eeeeeeee ee e eeeeeeeeeeee eeeeeee ee eeeeeeeeee eeeeeeee ee eeeeeeeee eeee eeeee eeeeeee eeeeeeee eeeeeeeeeee ee eeee eeeeee-eeeeeeeeeee 8,8-eeeeee (‌Meeeee 88‌).[‌88‌] Meeeeeeeee eeee-8,8-eeeeee eee eeeeeeee ee eeeee eeeeeeee eeeeeee eeeeeee eeeeeeee eeee ee eeeeeee eeeeeeee (‌Meeeee 88‌).[‌88‌] M eeeeeee, eee eeee eeeeeee eeeeee eee eeeeeeeee 8,8-eeeeee eeeeeeee eeeeeeee ee ee eeeeeee eeeeeeeeeeee eeee e eeeee eeeeeeeeeeeeeeeeeeeeeeeee, ee eeeeeeeeeee ee ‌Meeeee 88‌.[‌88‌]

‌Meeeee 88‌ Meeeeeeee ee Meeeee-Meeeeeeeeee 8,8-Meeeee eeee Meeeeeeeee[‌88‌]

‌Meeeee 88‌ Meeeeeeee ee Meeeee-8,8-eeeee[‌88‌]

‌Meeeee 88‌ Meeeeeeee ee 8,8-Meeeee eeee Meeeeee Meeeeeee[‌88‌]

Meeeeeeeeeeeeee eeeeeeee eee eeeeee eeee ee eeeee-eeeeeeee eeeeeeeee, ee eeee eeee eeee ee eeeeeeeee eeee ee eee eeeeeeeee ee eeeeeeeeeeeee eeeeee eee eeeeeeee. Mee eeeeeee, eee M,M-8,8-eeeee ‌88‌ ee eeeeeeeeeee eeeeeeeeeeeeeeeeee ee eeeeeeeee-eeeeeeeee eeeeeeee ee eee M-γ-eeeeeeeeeeeeeee eeeee eeeeeeee ‌88‌ eeee eee eeeeeeeeeeeeeeee ‌88‌,[‌88‌] eeeeeee (M)-eeeeeee-8,8-eeeee [(M)-‌88‌] ee eeeeeeee ee eeeeeeeeeeeeeee ee eee eeeeeeeeeeeeee eeeeeee ‌88‌ (‌Meeeee 88‌).[‌88‌]

‌Meeeee 88‌ Meeeeeeee ee 8,8-Meeeee ee Meeee Meeeeeeee eeee Meeeeeeeeeeeeeeee[‌88‌,‌88‌]

Meeeeeeeeeeeeeee eeeeeeee eeee eeee eeeeeeee ee eeeeeee eeeee- eee eeeeeeeeeeeeeee eeeeee-eeeeeeeee eeeee-eeeeeeeee eeeeeeee eeee eeeeeee eee eeee eeeeeee eeeeeeee e eeeeee ee eeee-eeeeeeeeeee 8,8-eeeeee (‌Meeeee 88‌).[‌88‌]

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

Meeeeeeeeeeeeeeeeeee, eeeeeeee eeee eeeeeee ‌88‌, eeeeeeeeeeeeee eeeeeee, eee eeeeeeeeeee(η8-eeeeeeeeeeeeeeee)eeeeeeeee(MM), eeeeeee e eeeeeeeeeeeeee eeeeeeeee eeeeeeee eeee eeeeeeeee eeee eeeeeeeeeeeee ‌88‌ ee eeee 8,8-eeeeee ‌88‌ eeeee eeeeeeeeee (‌Meeeee 88‌).[‌88‌]

‌Meeeee 88‌ Meeeeeeee ee 8,8-Meeeee ee Meeeeeeee Meeeeeeee ee Meeeeeeeeeeeeeeeeeee[‌88‌]

‌Meeeeeeeeee 88‌

e MMM ee MMM eeeee.

Me e eeeeeee eeeeeeee, e eeeeee ee 8,8,8-eeeeeee eee eeee eeeeeeeeeee ee eeeeee-eeeeeeeee eeeeee eeeeeeeeee ee eeeeeeeeeeeeeeeeeeee (‌Meeeee 88‌).[‌88‌]

‌Meeeee 88‌ Meeeeeeee ee 8,8,8-Meeeeee[‌88‌]

‌Meeeeeeeeee 88‌

Meeeee eeeeeee eeeeeee eeeeee eeeeeeeee-eeeeeeeee eeeeeee eeeee eeeeeeee eeee (M)- ee (M)-eeeee eeeeeee ee eeeeeeeeeeeeeeeeeeeeeeeeee ee eeee eee eeeeeeeeeeeee 8,8-eeeeee ee eeee eeeeee (‌Meeeee 88‌). Meeeeeeeeeee eeeeeeeeeee eeee eeeee Meeeee M, eee eeeeeee eee eeeeeeeee ee eeeeeeeeeee eee eee eeeeeeee ee eeeeeeeeeeee ee eeee eeeeeeee ee eeeeeeeeeeeee 8,8- eee 8,8 eeeeee, eee eeeeeeeeeeee ee eee eee ee Meeeee M.[‌88‌]

‌Meeeee 88‌ Meeeeeeeee ee Meeeee Meeeeee[‌88‌]

‌Meeeeeeeeee 88‌

e Meeeee M: Me(MMe)8 (eee.), MMMe, MMMMe, MMM; Meeeee M: Me(MMe)8 (eee.), Me8M, Me8MM8, MeMM.

Meeeeeeee eeeeeeeee eeee eeee eeeee ee eeeeeee eeeeeeee ee eeeeeee ee eeeeeee eeeeeee eee eeeeeeeeeeeee eeeeeeee 8,8-eeeeee ‌88‌ eee ‌88‌ ee eee eeee eeeeeeee (‌Meeeee 88‌). Meee eeeeee ee eeeeeeeeee eeee eeeeeee eeeeeeeeee eeeeee ee eee eeeeeeeeee.[‌88‌,‌88‌]

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

Meeeeeeeeeee Meeeeeeee

(8M,8M)-8-Meeeeeeeeeeee-8,8-eeeee [‌88‌, M8 = M8 = Me; M8 = (MM8)8Me]; Meeeeee Meeeeeeee:[‌88‌]

Me e eeee ee Me(Me)8Me8 (888 ee, 8.8 eeee) ee MMM (8.8 eM) eee eeeee eeeeeeee ee −88°M eeee e eeeeeee 8 M MeMeMe ee MMM (8.8 eM, 8.8 eeee). Meeee eeeeeeee ee −88°M eee 88 eee, eee-8-eee (‌88‌, M8 = M8 = Me; 888ee, 8.88 eM, 8 eeee) eee eeeee, eee eee eeeeeee eee eeeeee ee ee eee eeeeeee eee 8 e. Meeee eeeeeeee ee eeeeeeeeee (888 ee, 8.88 eM, 8 eeee), eee-8-eeeeeeeeeee, eeeeeeee ee MMM ee −88°M eeee eee-8-eee (8.88 e, 8.88 eM, 8 eeee) eee 8.8 M MeMe ee eeeeee (8.8 eM, 8 eeee), eee eeeee eeeeeeee ee −88°M. Mee eeeeeee eee eeeeeee ee −88°M eee 8 e, eeeeee ee ee, eee eeeeeee eee ee eeeeeeeeee 8–8 e. Meeee eeeeeeeee eee eeeeeeee eeee 8 M MMe, eee eeeeeee eee eeeeeeeee eeee eeeeeee, eee eee eeeeeee eee eeeeee eeee MeMMM8, eeeee (MeMM8), eee eeeeeeeeeeee. Meeeeeeeee eeeeeee e eee ee eeeeee eee eee eeeeeee ee eee eeeeeeee eeeee eeeeeee eeeeeeee eeee eee eeeeeee; eeeee: 888 ee (88%).

References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) M 8e, 888.