Highly strained C-C bonds: 3-(1 '-hydroxy-4 '-isopropyl-2 ',2 '-dimethyl-1',2 '-dihydrobenzocyclobuten-1 '-yl)-3-methyl-2-butanone ethylene acetal, (I), and (3S*,1 ' S*)-3-Acetoxy-2-(1 '-hydroxy-1 ',2 '-dihydrobenzocyciobuten-1 '-yl)-2-methylpentane, (II)

Citation
K. Iida et al., Highly strained C-C bonds: 3-(1 '-hydroxy-4 '-isopropyl-2 ',2 '-dimethyl-1',2 '-dihydrobenzocyclobuten-1 '-yl)-3-methyl-2-butanone ethylene acetal, (I), and (3S*,1 ' S*)-3-Acetoxy-2-(1 '-hydroxy-1 ',2 '-dihydrobenzocyciobuten-1 '-yl)-2-methylpentane, (II), ACT CRYST C, 54, 1998, pp. 1938-1941
Citations number
24
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS
ISSN journal
01082701 → ACNP
Volume
54
Year of publication
1998
Part
12
Pages
1938 - 1941
Database
ISI
SICI code
0108-2701(199812)54:<1938:HSCB3'>2.0.ZU;2-G
Abstract
The crystal structures of the title compounds, C20H30O3 tl, and C16H22O3 (I I), are described. The benzocyclobutene rings in (I) and (II) are approxima tely planar. The lengths of the Csp(3)-Csp(3) bonds in the cyclobutene ring s of (I) and (II) are 1.659 (2) and 1.596(2) Angstrom, respectively, The C- C bond elongation observed in (I) may be ascribed to steric congestion and/ or electronic effects on the bond exerted by the methyl groups and the alky l side chain attached to the cyclobutenol moiety, together with a ring stra in expected for a four-membered ring system.