Science of Synthesis

Liu, J.; Johnson, J. A., Science of Synthesis: N-Heterocyclic Carbenes in Catalytic Organic Synthesis, (2016) 2, 117.

Acyclic diene metathesis (ADMET) polymerization is the step-growth polymerization of dienes catalyzed by alkene metathesis catalysts (‌Scheme 17‌). Wagener, Bonchella, and Nel published one of the first successful examples of ADMET chemistry detailing the polymerization of deca-1,9-diene to high molecular weight poly(octene) in 1991 using a tungsten catalyst.[‌111‌] Since then, the development of new metathesis catalysts, including Grubbsʼ second-generation catalyst ‌4‌, has expanded the scope of dienes compatible with ADMET and has resulted in many different applications of ADMET polymerization, including an alternative route for the synthesis of linear, branched, or functionalized poly(ethene)s, conjugated polymers for electronic or photonic applications, liquid crystalline polymers, polymers for drug delivery or other biological applications, and polymers prepared from renewable feedstocks.[‌5‌,‌112‌–‌114‌]

‌Meeeee 88‌ Meeeeee Meeeeee Meeee Meeeeeeeee Meeeeeeeeeeeee Meeeeeee

MMMMM ee eee eeee-eeeeee eeeeeeeeeeeeeeee ee, eeeeeeeee, α,ω-eeeeee, eeeee, ee eee eeee ee eeeeeeee eeeeee, eeeee ee eeeeeee ee eeeeee eee eeee eeeeeeeeeeee eeee. ‌Meeeee 88‌ eeeee ee eeeeeee eeeeeeee eee eee MMMMM ee eeee-8,8-eeeee ee eeee eeee(eeeeee) (‌88‌).[‌888‌,‌888‌] Mee eeeeeeeee ee eeeee ee ‌Meeeee 88‌.[‌888‌] Meeee, ee eeeeee eeeeeeeeeee ee ee eeee eeee ee eee eeeee eeeeeeeeee, eeeeeeee ee e [8 + 8] eeeeeeeeeeeee eeee eee eeeee eeeeeeeeee ee eeee e eeeeeeeeeeeeeeeeee ‌88‌, eee eeee e eeeeeeeeeeeeeeee eeee eeeee eeeee ee eeee e eeeee eeeeeeeeee ‌88‌ eeeeeee eeee eee eeeee eeeeeee. Meee, e eeeeeee ee eeeeeee eeeeeeeeeee eeee eee eeeee eee eeeeeeeee e eeeeeeeeeeeee eeee eee eeeeeeeeee. Meeeeeeee ee eee eeeeeeeeeeeeee ee eee eeeeeeeeeeeeeeeeee eeeeee (‌88‌ ee ‌88‌), eeeeeeeeeeeeeeee eee eeee ee eeeeeeeeee MMMMM, ee eeeee e eeeeee eeeeeee eeeee, e.e. ‌88‌, ee eeeeeeee eee e eeeee eeeeeeeeeee ee eeeeeeeee, ee, ee eee eeee ee ‌88‌, e eeeeeeeeeeeee eeeeeeee, ee eeeee eee eeeeeeee eeeeeeeee eee eeeeee eeeeeeeeeee.[‌888‌] Me eeeeeeeeee MMMMM, e eee eeeeeee eee eeeeeee eee eeeeeeeeee eeee eee eeeee eeeeeeeeeee eee eeeeeee eeeeeeeeeeeee eee eeeeeeeeeeeeeeee eeee eeeeeee ee eeeeee eee eeeeeeeee ee e eeeee eeeeeeeeee ee eeeeeeee eee eeeee. MMMMM eee ee eeeeee ee eeee eeee-eeeeeeeee-eeeeee eeeeeeee eeeeeee eee eeeeeee ee eeeeee ee eee eeeee eeeeeeee eeeeeeeeee ee eeeeeeee eeeeeeee ee eeeee eee eeee eee eeeeeeee eeeeeee ee eeeeeee eee eeeeeeee eeeee eeeeeee eeeeeeee. Meee eeeee eeeeeeeeeeee eeeeeeee, eee MMMMM eeeeeeeeeeeeee eeeeee eeeeeeee eeee eeee eeeeeeeee eeeeee ee eeee eeeeeeeeee. Meeeeeeeeee, eee eeeeeeeeee eeeee eeeeeeeee ee eeeeeeeeee eeee eeeeeee eeeeeeeeee eee eeeeeeeeee eee ee eeee eeeeeeeeee.[‌88‌] Me eeeee eeee eeeeeee ee eee MMMMM eeeeeee, e eeeee eeeee eeeeee eeee eeee eee eeee ee eeeeeeeee ee eeee-, eee-, ee eeeee-eeeeeeee eeeee ee eeeeeee.[‌888‌] Meeeeeeeeee ee eee eeeeeee eee eeeee ee eeeeeeeeeeeeee eeeeeeee (“eeeeeeeeee”), eeeeeeeeee eeeee eeee eeeeeeee eeeeeeeeee. MMMMM ee eeeee eeeeeeeee ee eeee (e.e., eeeeeee eeeeeee).[‌888‌] Meeeeee eeeee ee eeeeee eeeeeeeee eee eeeeeeee eeeeeeee ee eeeeeeee. MMMMM eeeeeeeeeeeeeee eee eeeeeee eeeeeeee eee eeee ee eeeee ee eeeeeee eeeeeeee eeeeeeeeee. Mee ee eeeee eeeeeee, eee M-eeeeeeeeeeee eeeeeee eeeeee ee eeeeeeee ‌8‌ ee eeeeeee ee eeeeeeeee eee eeeeeeeee ee eee eeeeeeee eeeee eeeeeee eee eeee eeee eeeeeeee eeeee eee ee eee eeeeeeee eee eeeeee eeeeeeeee. Meee eeeeeeee eeee eeeeeeeeeeeee eeeeeee eee eeeeeeeeee-eeeee eeeeeeeee ee MMMMM.[‌888‌] Me ee eee eeee ee eeee-eeeeeee eeeeeeeeee eeeeeeeeeeeeee, MMMMM eeeeeeeeeeeeeee eee ee eeeeeeeeee ee eeeeeeee ee eeeee eeeee eeeee ee eeeee eee-eeeeeee eeeeeeee.

‌Meeeee 88‌ Meeeeee Meeee Meeeeeeeee Meeeeeeeeeeeee ee Meee-8,8-eeeee[‌888‌,‌888‌]

‌Meeeee 88‌ Meeeeeeee ee Meeeeee Meeee Meeeeeeeee Meeeeeeeeeeeee[‌888‌]

Me eeeeeeee ee eee eeeeeeee ee M,M-eeeeeeeeeee eeeeeeeeee eeeeeeee ee MMMM eeeeeeeee ee Meeeeee ‌8.8.8.8.8‌, eeee-eeeeeee eeeeeeeee eeeeeeeeee eeeeeeeeeeeeee (MMMMM) eee eeeeeeeeeee eeeee eeeeeeeeee eeeeeeeeeeeeeeee (MMMMMM) eee ee eeee ee eeeeeeeeee eeeeeeeeeee eeeeeeee eeeee eeeeeeeee ‌8‌–‌8‌.[‌888‌–‌888‌] Me MMMMM, eee eeeeeeeeeee eeeeeeee eee e eeeeee eeeeeeee eeeeee eee e eeeeeeeeee (‌Meeeee 88‌). Me MMMMMM, eee eeeeeeeeeee eeeeeeee eee ee eeeeeee eeeee eee e eeeeeeeeee. MMMM ee e eeeeee eeeeeee ee MMMMM ee eee eeeeeee eeeee eeeeee eeeeeee, e.e. ee eeee eeeeeee ‌88‌, eeeeeeee ee e eeeeee eeeeeeeee ee eee eeeeeeeeee eeeeeee eeeeeee eeeeee eeeeeeeeee eeeeeee eeeeeeee eee eeeeeeee eeeeeee, ee eeee eeeeee eeeeeeeeeee eeeeeeee eeee ee ‌88‌ eeee eeeeeee ee eeeeee.

‌Meeeee 88‌ Meeeeeee Meeeeeeee ee Meee-Meeeeee Meeeeeeee Meeeeeeeee Meeeeeeeeeeeee[‌888‌]

Meeeeeeeeeee Meeeeeeee

Meee(eeeeee) ‌88‌; Meeeeee Meeeeeeee:[‌888‌,‌888‌]

Me e eeeeeeee, eeeeeeee eeee-8,8-eeeee eee eeeeeee eee eeeee ee ee eeee-eeeee eeeee eeeeeeee eeee e eeeeeee eee eee e Meeeee eeeee. Meeeeeee eeeeeeee eee eeeeeee ee eee eeee eeeeeee, eee eeeeeeee ‌8‌ eee eeeee ee eee eeeee ee e eeeeeee/eeeeeeee eeeee ee 888:8. Meeeee eeeee ee eeeeeeee eeeeeeee eee ee eeee. Mee eeeee eee eeeeeee eeeeee, eeeeeee eeee eee eeeeeeee, eee eeeeeeee ee e eeee-eeeeee eeee. Mee eeeee eee eeeeeeeeeeee eeeeee ee eeeeee (eee eeeee 8-e eeeeeeeee) eeeee eee eeeeeeee eeeeeeee eee eeeeeeee eeeeee eeeeeeeee eee ee eee eeeeeeeee ee eee eeeeeee. Meee, eee eeeee eee eeeeee ee eeee eeeeee (<88−8 Meee) eee eee eeeeeeeeeee eee eeeeeeeee eeeeeeeee ee eeeeeeee (eeeeeee eeeeeeeeeee eee eeeeeeee ‌8‌ eee 88 °M). Meee eee eeeeeeee eee eeeeeeee (88 e), eee eeeeeee eee eeeeee ee ee eee eee eeeeeeee eee eeeeeeee ee eeeeeeee ee eeeeee eeeee eeeee eeeee. Mee eeeeeee eeeee ee eeeeeee eeeeeeee ee eeeeeeeeeeeee ee eeeeee eeeeeeeeeeeeee.

References