Gas-phase pyrolysis in organic synthesis. Part 2. Novel rearrangement of esters and ethers into aryl ketones

Authors
Al-Awadi, NA Kaul, K El-Dusouqui, ME
Citation
Na. Al-awadi et al., Gas-phase pyrolysis in organic synthesis. Part 2. Novel rearrangement of esters and ethers into aryl ketones, CAN J CHEM, 76(12), 1998, pp. 1922-1925
Citations number
17
Categorie Soggetti
Chemistry
Journal title
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE
ISSN journal
00084042 → ACNP
Volume
76
Issue
12
Year of publication
1998
Pages
1922 - 1925
Database
ISI
SICI code
0008-4042(199812)76:12<1922:GPIOSP>2.0.ZU;2-E
Abstract
The formate ester of benzoin (1) and the methyl ethers of benzoin and aniso in (2, 3) have been converted separately under thermal gas-phase conditions cleanly into 1,2-diarylethanone and have given, respectively, the followin g Arrhenius log A (s(-1)) and E-a (kJ mol(-1)): 10.11 and 132.0, 11.29 and 173.0, and 11.85 and 151.1. A plausible mechanism is suggested to account f or these transformations based on the kinetics and products of reaction.