ISSN:
1572-8854
Keywords:
cummulenes
;
solid-state polymerization
;
steric effects
Source:
Springer Online Journal Archives 1860-2000
Topics:
Geosciences
,
Physics
Notes:
Abstract The photo-initiated solid-state topochemical polymerization of 1,1,4,4-bis(pentamethylene)-1,2,3-butatriene (1) was attempted unsuccessfully. Since 1 readily polymerizes in the liquid state, a structural study was undertaken to better understand its inertness in the solid-state. 1 crystallizes in the monoclinic space group P21/n with a = 6.4597(6), b = 10.8914 (10), c = 8.4396(8) Å, β = 100.168(2)°, V = 584.44(9) Å3, and Z = 2. The crystal structure reveals that while the alignment of the π-systems in the solid-state is acceptable for supporting the targeted polymerization reaction, the reaction centers are located too far apart to allow the reaction to take place. Additionally, comparison of the molecular structure of 1 with the limited number of other structurally characterized butatrienes has provided insight into the steric and electronic influences played by the substituents attached to the cumulene moiety.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1023/A:1009571228776
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