Diester intrabridging of p-tert-butylcalix[8]arene and unexpected formation of the monospirodienone derivative

被引：10
|
作者：
Consoli, GML
Geraci, C
Cunsolo, F
Neri, P
机构：
[1] CNR, Ist Chim Biomol, Sez Catania, I-95028 Valverde, CT, Italy
[2] Univ Salerno, Dipartimento Chim, I-84081 Baronissi, SA, Italy
来源：
TETRAHEDRON LETTERS | 2003年 / 44卷 / 01期
关键词：
calixarenes; calix[8]arenes; intrabridged esters; oxidation; monospirodienone;
D O I：
10.1016/S0040-4039(02)02485-1
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Reaction of p-tert-butylcalix[8]arene 1 with adipoyl chloride in the presence of NaH as the base yielded singly and doubly intrabridged esters 2-4 and 6. Surprisingly, calix[8]arene monospirodienone derivative 7 was also isolated, which was originated by 0, oxidation. The conditions of this oxidation were optimized leading to a novel synthetic approach to calixarene monospirodienones based on the O-2/NaH/acyl-chloride oxidizing system. Xantheno calix[8]arenes 8-8a were obtained by rearrangement of 7. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：53 / 56
页数：4
相关论文
共 50 条
  • [21] Polysialosides scaffolded on p-tert-butylcalix[4]arene
    Meunier, SJ
    Roy, R
    TETRAHEDRON LETTERS, 1996, 37 (31) : 5469 - 5472
  • [22] PHOTOPHYSICAL PROPERTIES OF LANTHANIDE DINUCLEAR COMPLEXES WITH P-TERT-BUTYLCALIX[8]ARENE
    BUNZLI, JCG
    FROIDEVAUX, P
    HARROWFIELD, JM
    INORGANIC CHEMISTRY, 1993, 32 (15) : 3306 - 3311
  • [23] ALTERNATE ALKYLATION OF P-TERT-BUTYLCALIX[8]ARENE IN THE PRESENCE OF WEAK BASES
    NERI, P
    GERACI, C
    PIATTELLI, M
    JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (13): : 4126 - 4135
  • [24] The kinetic product of the octabromination of p-tert-butylcalix[8]arene octamethyl ether
    Poms, David
    Leader, Avia
    Biali, Silvio E.
    ARKIVOC, 2015, : 7 - 17
  • [25] Formation and Optical Absorption of Clusters of the p-tert-butylcalix[8]arene:C60 Complex
    O. P. Dimitriev
    Z. I. Kazantseva
    N. V. Lavrik
    Journal of inclusion phenomena and macrocyclic chemistry, 1999, 35 : 85 - 91
  • [26] Formation and optical absorption of clusters of the p-tert-butylcalix[8]arene:: C60 complex
    Dimitriev, OP
    Kazantseva, ZI
    Lavrik, NV
    JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 1999, 35 (1-2) : 85 - 91
  • [27] Regioselective synthesis of calix[8]crowns by direct alkylation of p-tert-butylcalix[8]arene
    Geraci, C
    Piattelli, M
    Neri, P
    TETRAHEDRON LETTERS, 1996, 37 (22) : 3899 - 3902
  • [28] Regioselective Synthesis of Calix[8]crowns by Direct Alkylation of p-tert-Butylcalix[8]arene
    Geraci, C.
    Plattelli, M.
    Neri, P.
    Tetrahedron Letters, 37 (22):
  • [29] A phase transition in p-tert-butylcalix[8]arene solvated C60
    Natl. Lab. Solid Stt. M., Institute of Solid State Physics, Nanjing University, Nanjing 210093, China
    不详
    不详
    Phys Lett Sect A Gen At Solid State Phys, 1-2 (131-135):
  • [30] A phase transition in p-tert-butylcalix[8]arene solvated C60
    Gu, M
    Tang, TB
    Wu, Y
    Hu, C
    Wu, XS
    Xu, Z
    Feng, D
    PHYSICS LETTERS A, 1999, 263 (1-2) : 131 - 135
12345