Azo bridges from azines, XVI . 1,2,3‐oxadiazolidines by intramolecular [3 + 2] cycloaddition | Zendy

Hünig Siegfried | Zendy; Schmitt Michael | Zendy

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Azo bridges from azines, XVI . 1,2,3‐oxadiazolidines by intramolecular [3 + 2] cycloaddition

Author(s) -

Hünig Siegfried,

Schmitt Michael

Publication year - 1995

Publication title -

liebigs annalen

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0947-3440

DOI - 10.1002/jlac.1995199510252

Subject(s) - chemistry , cycloaddition , moiety , intramolecular force , azoxy , norbornene , double bond , stereochemistry , medicinal chemistry , catalysis , polymer chemistry , organic chemistry , polymer , polymerization

Olefinic bonds and an azoxy group held in a rigid parallel position in systems of type I undergo smooth thermal [3 + 2] cycloadditions which can be strongly catalyzed by acids. Double bonds of a bicycloheptene (norbornene) moiety are ca. 10 times more reactive than those of a bicyclooctene system. The newly formed cage compounds of type K are the first stable derivatives of the so far unknown 1,2,3‐oxadiazolidine.

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