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Further Synthetic Attempts towards Calicene
Author(s) -
AlDulayymi Ahmad,
Li Xiaoming,
Neuenschwander Markus
Publication year - 2000
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/1522-2675(20000705)83:7<1633::aid-hlca1633>3.0.co;2-5
Subject(s) - chemistry , cyclopentadiene , diene , photodissociation , pyrolysis , medicinal chemistry , gas phase , stereochemistry , photochemistry , organic chemistry , catalysis , natural rubber
First synthetic attempts towards the so‐far‐unknown calicene (=5‐(cycloprop‐2‐en‐1‐ylidene)cyclopenta‐1,3‐diene) precursors 3‐(cyclopenta‐2,4‐dien‐1‐ylidene)tricyclo[3.2.2.2 2,4 ]nona‐6,8‐diene ( 4 ; Scheme 1 ), 1,4‐di(cyclopenta‐2,4‐dien‐1‐ylidene)cyclohexa‐2,5‐diene ( 5 ; Scheme 2 ), and (2‐bromocycloprop‐1‐en‐1‐yl)cyclopentadiene ( 6 ; X=Br; Scheme 5 ) are reported, which would represent very attractive compounds for gas‐phase pyrolysis ( 4 ), matrix photolysis ( 5 ), and low‐temperature HBr eliminations in solution ( 5 ).