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Olefination Reactions in the Synthesis of Cyclophanes
Author(s) -
Bodwell Graham J.,
Nandaluru Penchal Reddy
Publication year - 2012
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.201200003
Subject(s) - chemistry , wittig reaction , ring closing metathesis , cyclophane , metathesis , aldol reaction , salt metathesis reaction , isomerization , organic chemistry , catalysis , polymerization , molecule , polymer
A survey of olefination reactions that have been used in the synthesis of cyclophanes is presented. This covers the Ramberg–Bäcklund reaction, the Wittig and related reactions, the McMurry and related reactions, ring‐closing metathesis (alkenes, alkynes and ene‐ynes), aldol condensations and Siegrist reactions, as well as miscellaneous reactions. The McMurry reaction and ring‐closing metathesis have enjoyed the greatest popularity in recent years, but they are typically used for complementary purposes. In virtually all cases, the McMurry reaction is used to install a two‐carbon (1,2‐ethenylene) bridge, whereas ring‐closing metathesis is used to construct bridges that are at least four‐membered, but usually considerably longer. Some well‐known olefinations have seen little or no use in the field of cyclophane chemistry.