Concepedia

Template‐Directed Ring‐Closing Metathesis: Synthesis and Polymerization of Unsaturated Crown Ether Analogs

Michael J. Marsella, Heather D. Maynard, Robert H. Grubbs

Angewandte Chemie International Edition in English · 1997 · 172 citations · 14 references

DOI

Concepts

Abstract

A highly efficient combination: template directing and olefin metathesis. The polyether dienes 1 react in good yields to give crown ethers 2 in the presence of LiClO4 and the Ru catalyst 3 (Cy = cyclohexyl). Ring-opening metathesis polymerization (ROMP) of the cyclic olefins 2 results in polymers that are capable of regenerating 2 by template-directed methathesis depolymerization.

References

14

Synthesis and Applications of RuCl<sub>2</sub>(CHR‘)(PR<sub>3</sub>)<sub>2</sub>:  The Influence of the Alkylidene Moiety on Metathesis Activity

Peter Schwab, Robert H. Grubbs, Joseph W. Ziller · Journal of the American Chemical Society · 1996 · 2.1K citations

, , +16

Ring-Closing Metathesis and Related Processes in Organic Synthesis

Robert H. Grubbs, Scott J. Miller, Gregory C. Fu · Accounts of Chemical Research · 1995 · 1K citations

, , +10

Ring closure reactions of bifunctional chain molecules

Gabriello Illuminati, Luigi Mandolini · Accounts of Chemical Research · 1981 · 970 citations

, , +8

Application of Ring-Closing Metathesis to the Synthesis of Rigidified Amino Acids and Peptides

Scott J. Miller, Helen E. Blackwell, Robert H. Grubbs · Journal of the American Chemical Society · 1996 · 431 citations

, , +16

Catalytic Ring-Closing Metathesis of Dienes: Application to the Synthesis of Eight-Membered Rings

Scott J. Miller, Soong‐Hoon Kim, Zhong‐Ren Chen et al. · Journal of the American Chemical Society · 1995 · 272 citations

, , +11