Syntheses of syn and anti doublebent [5]phenylene.
[structure: see text] The parent and dipropyl-substituted anti (1a,b) and syn doublebent (2a,b) [5]phenylenes have been assembled by CpCo-catalyzed double cyclization of regiospecifically constructed appropriate hexaynes. (1)H NMR, NICS, and an X-ray structural analysis of 1a reflect the aromatizing effect of double angular fusion on the central ring of the linear [3]phenylene substructure.
Bong
Dennis T-Y
DT
Center for New Directions in Organic Synthesis, Department of Chemistry, University of California at Berkeley, and the Chemical Sciences Division, Lawrence Berkeley National Laboratory, Berkeley, California 94720-1460, USA.
Chan
Eugene W L
EW
Diercks
Rainer
R
Dosa
Peter I
PI
Haley
Michael M
MM
Matzger
Adam J
AJ
Miljanić
Ognjen S
OS
Vollhardt
K Peter C
KP
Bond
Andrew D
AD
Teat
Simon J
SJ
Stanger
Amnon
A