Science of Synthesis

Liu, J.; Johnson, J. A., Science of Synthesis: N-Heterocyclic Carbenes in Catalytic Organic Synthesis, (2016) 2, 119.

Cyclopolymerization reactions use metathesis to polymerize diynes into polymers containing rings, such as polymers of five- or six-membered rings from hepta-1,6-diyne monomers.[‌120‌] Formation of 1,2-(cyclopent-1-enylene)vinylene or 1,3-(cyclohex-1-enylene)methylidene polymers (via intermediates ‌45‌ and ‌46‌, respectively) from hepta-1,6-diynes depends on the regiochemistry of the insertion of the monomer in the formation of the metallocyclobutane intermediate (‌Scheme 21‌).[‌121‌]

‌Meeeee 88‌ Meeeeeee Meeeeeee eee eee Meeeeeeeeeeeeeeeeee ee Meeee-8,8-eeeeee[‌888‌]

Meeeeeeeee eeeeeeeee eeee eeee eeeeeeeeeeee eeeeeeee eee eeeeee eeeeeeeeeeeeeeeeeee ee eeeee-8,8-eeeeee eeee eeeeeee eeee eee eeee-eeeeeeee ee eee-eeeeeeee eeee eeeeeee ee eee eeeeeee.[‌888‌–‌888‌] Meeeeeeeee eee eeee eeeeeeeee eee- eee eeeeeeee-eeeeee M-eeeeeeeeeeee eeeeeee eeeeeee Meeeee–Meeeeee-eeee eeeeeeeee eeee eee eeeeeeeeee eeee eeeeeeeeeeeeeeeeeeee (‌Meeeee 88‌). Meeeeeee eee Meeeee–Meeeeee eeeeeeee eeee eeeeeeee eeeeeee (eeeeeeee ‌88‌) ee eeeeeeeeeeee eee eeeeeeeeeeeeeeeeeee, eeeeeeeeee eee eeeeeeeee eee eeee eeeeeeee-eeeeeeeeeee eeeeeeeeeee eeeeeee eeeeeee eeeee eeeeeeee ‌88‌, eeeee ee eeeeee eeeeee eeeeeeeeeeeeeeeeeee ee eeeeeee eeeeeeeeeeeeeeeeeee (MMMMM) ee eeee e eeeeeee eeee >88% 8,8-eeeeeeeee-8-eeeeeeeeeeeeeee eeeeeee.[‌888‌,‌888‌] Mee eeeeeee eeeeeeee ‌88‌ eeee ee eeeeeeeeeee M-eeeeeeeeeeee eeeeeee eeeeeeee ee eeeeeeee eee eee eeeeeeeeeeeeeeeeeee ee MMMMM.[‌888‌] Me eeeeeeee ee eeeeeeeeeeeeeeee eeeeeee eee e eeeeeeeee eeeeeeeeeeee eeeeee, eeeeeeee ‌88‌ eeeeeeeeeeeee e 8,8,8-eeeeeeeeeeeeeeeeeeeee eeeee ee eeee ee eeeeeee eeeeee eeeeeeeeeeeeeeeeeeee ee MMMMM eeee >88% 8,8-eeeeeeeee-8-eeeeeeeeeeeeeee eeeeeee.[‌888‌,‌888‌] ‌Meeeee 88‌ eeeee ee eeeeeee eeeeeeee eee eee eeeeeeeeeeeeeeeeeee ee eeeeeee eeeeeeeeeeeeeeeeeee eeeee eee ee eee eeeeeeee Meeeee–Meeeeee-eeee eeeeeeeeee, eeeeeeeee eeeeeee ‌88‌.[‌888‌]

‌Meeeee 88‌ Meeeeeeee Meeeee eee Meeeeeeeeeeeeeeeeee Meeeeeee[‌888‌,‌888‌]

‌Meeeee 88‌ Meeeeeeeeeeeeeeeeee ee Meeeeee Meeeeeeeeeeeeeeeeee[‌888‌]

Meeeeeeeeeee Meeeeeeee

Meee(8,8-eeeeeeeee-8-eeeeeeeeeeeeeee) ‌88‌; Meeeeee Meeeeeeee:[‌888‌]

Me e eeeee eeeeeeee eeee e eeeeeee eee eee eeeee eeeee, eeeeeee eeeeeeeeeeeeeeeeeee (88 ee, 8.88 eeee) eee eeeeeeeee ee MM8Me8 (8 eM), eee eeee e eeee ee eeeeeeee ‌88‌ (8.88 ee, 8.888 eeee) ee MM8Me8 (8.8 eM) eee eeeee. Meeee 8 e, eeeeeeeeeeeeee eee eeeeeeee eeee eeeee eeeee eeeee (8.8 eM) eee eee eeeeeee eee eeeeeee eee eeeeeee 88 eee. Mee eeeeeee eee eeeeeee eeeee eeeeeee eeeeeeee eee MeMM (88 eM) eee eeeee ee eee eeeeeee. Mee eeeeeeeee eeeeeee eee eeeeeeeee eee eeeeeee eee 88 eee, eee eee eeeeeee eee eeee eeeeeeeee ee eeeeeeeeeeeeee, eeeeeeee, eee eeeee eeeee eeeeeee eeeeeeee; eeeee: 88 ee (88%).

References