Ring-opening Reaction of 2,2-Dichloro-1'-methyl-spiro [cyclopropane-1,9'-fluorene] Derivatives
Memoirs of the Faculty of Engineering, Yamaguchi University Volume 39 Issue 1
Page 143-148
published_at 1988-10
Title
2.2-ジクロロ-1'-メチルスピロ〔シクロプロパン-1.9'-フルオレン〕誘導体の開環反応
Ring-opening Reaction of 2,2-Dichloro-1'-methyl-spiro [cyclopropane-1,9'-fluorene] Derivatives
Creators
Kajigaeshi Shoji
Creators
Kohama Toshio
Creators
Fujiwara Toshio
Creators
Sone Kazuhito
Creators
Nishida Akiko
Source Identifiers
The ring opening reactions of trans-2,2-dichloro-1'-methyl-spiro〔cyclopropane-1,9'-fluorene〕 derivatives 〔1〕 with silver ion in alcohols and with n-Bu_3SnH in xylene gave (Z)-9-(1-chloro ethenyl)-9-methoxy-1-methylflouorene derivatives 〔6〕 and (Z)-9-(1-chloroethenyl)-1-methyl-fluorene derivatives 〔11〕, respectively. The thermal decomposition of 〔1〕 in HCB gave (Z)-9-chloro-9-(1-chloroethenyl)-1-methylflurene derivatives 〔9〕. In any cases, 9-alkylidenefluorene dervatives (such as 〔7〕 and 〔10〕)did not obtained. That is, it turned out that 1-methyl group in flurene ring controlled the direction led the products (〔6〕, 〔9〕 and 〔11〕) from the allyl cation 〔8〕, ring opening intermediate, by its steric evidence.
Languages
jpn
Resource Type
departmental bulletin paper
Publishers
山口大学工学部
Date Issued
1988-10
File Version
Version of Record
Access Rights
open access
Relations
[ISSN]0372-7661
[NCID]AN00244228
Schools
工学部