Synthesis and structure of 2,4,6-tri-tert-butyl-4-hydroxy-2,5-cyclohexadienone

Authors
Sharutin, VV Sharutina, OK Osipov, PE Dorofeeva, OA Bel'skii, VK
Citation
Vv. Sharutin et al., Synthesis and structure of 2,4,6-tri-tert-butyl-4-hydroxy-2,5-cyclohexadienone, RUSS J G CH, 70(8), 2000, pp. 1254-1255
Citations number
5
Categorie Soggetti
Chemistry
Journal title
RUSSIAN JOURNAL OF GENERAL CHEMISTRY
ISSN journal
10703632 → ACNP
Volume
70
Issue
8
Year of publication
2000
Pages
1254 - 1255
Database
ISI
SICI code
1070-3632(200008)70:8<1254:SASO2>2.0.ZU;2-1
Abstract
2,4,6-Tri-tert-butyl-4-hydroxy-2,5-cyclohexadienone was synthesized by reac tion of pentaphenyl-or penta-p-tolylantimony and 2,4,6-tri-tert-butylphenol in toluene in the presence of water. According to the X-ray diffraction da ta, the cyclohexadiene ring adopts a strongly flattened boat conformation w ith the hydroxy group in equatorial position. The C=O and C-O distances are 1.226(5) and 1.433(5) Angstrom, respectively. The double C=C bond lengths are 1.331(6) and 1.335(6) Angstrom, and the signle C-C bond lengths are 1.4 80-1.490(6) Angstrom.