[2.2](4,4)ISOBENZOFURANOPHANES - SYNTHESIS, CHARACTERIZATION, AND REACTIVITY

被引:12
|
作者
KONIG, B
RAMM, S
BUBENITSCHEK, P
JONES, PG
HOPF, H
KNIERIEM, B
DEMEIJERE, A
机构
[1] UNIV GOTTINGEN,INST ORGAN CHEM,TAMMANNSTR 2,D-37077 GOTTINGEN,GERMANY
[2] TECH UNIV CAROLO WILHELMINA BRAUNSCHWEIG,INST ORGAN CHEM,D-38106 BRAUNSCHWEIG,GERMANY
关键词
2.2]PARACYCLOPHANES; NEW DERIVATIVES OF; ISOBENZOFURANOPHANES; PREPARATION AND CYCLOADDITIONS;
D O I
10.1002/cber.1491271126
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The isomeric Diels-Alder adducts 3, obtained by cycloaddition of tetraphenylcyclopentadienone to the 4,5:12,13-bis(oxanorbornadieno)[2.2]paracyclophanes syn,syn- and anti,-syn-2[*], yield the unstable isobenzofuranophane 4 by consecutive extrusion of carbon monoxide and tetraphenylbenzene when heated to 180-degrees-C. The molecular ion of 4 was observed in the EI mass spectrum. The stable tetraphenyl-substituted analogue 10 was synthesized independently from the previously unknown 4,5,12,13-tetrabenzoyl[2.2]paracyclophane (9). UV/Vis as well as fluorescence spectra and an X-ray crystal structure analysis of 9 are reported.
引用
收藏
页码:2263 / 2266
页数:4
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