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Total Syntheses of Angular [7]‐, [8]‐, and [9]Phenylene by Triple Cobalt‐Catalyzed Cycloisomerization: Remarkably Flexible Heliphenes
Author(s) -
Han Sangdon,
Anderson D. Ryan,
Bond Andrew D.,
Chu Hiufung V.,
Disch Raymond L.,
Holmes Daniel,
Schulman Jerome M.,
Teat Simon J.,
Vollhardt K. Peter C.,
Whitener Glenn D.
Publication year - 2002
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20020902)41:17<3227::aid-anie3227>3.0.co;2-t
Subject(s) - cyclobutadiene , cobalt , cycloisomerization , phenylene , lability , catalysis , triple bond , chemistry , polymer chemistry , organic chemistry , molecule , double bond , polymer
Six of the final cyclobutadiene rings in angular [8]phenylene and [9]phenylene ( 1 ) are closed in an unprecedented cobalt‐catalyzed triple cyclization of appropriate nonaynes. These strained products are the largest known phenylenes and display unusual configurational lability. Their synthesis has enabled a first estimate of the properties of the hypothetical polyheliphene.