Phosphorylation of p-tert-butylthiocalix[4]arene:: Reaction with phosphorus trichloride.

被引:16
作者
Antipin, IS
Stoikov, II
Gubaidullin, AT
Litvinov, IA
Weber, D
Habicher, WD
Konovalov, AI
机构
[1] Kazan VI Lenin State Univ, Kazan 420008, Russia
[2] AE Arbuzov Inst Organ & Phys Chem, Kazan 420083, Russia
[3] Tech Univ Dresden, D-01062 Dresden, Germany
关键词
D O I
10.1016/S0040-4039(99)01774-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the first phosphorylated derivatives of p-tert-butylthiocalix[4]arene was achieved by reaction with phosphorus trichloride. The product containing two cyclic P(III) atoms is not hydrolytically stable. The flattened 1,2-alternate conformation of a P(IV) derivative was established by H-1, C-13, P-31 NMR experiments and X-ray analysis. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8461 / 8464
页数:4
相关论文
共 16 条
[1]   Thiacalixarenes:: Synthesis and structural analysis of thiacalix[4]arene and of p-tert-butylthiacalix[4]arene [J].
Akdas, H ;
Bringel, L ;
Graf, E ;
Hosseini, MW ;
Mislin, G ;
Pansanel, J ;
De Cian, A ;
Fischer, J .
TETRAHEDRON LETTERS, 1998, 39 (16) :2311-2314
[2]   PREPARATION, STRUCTURE AND STEREODYNAMICS OF PHOSPHORUS-BRIDGED CALIXARENES [J].
ALEKSIUK, O ;
GRYNSZPAN, F ;
BIALI, SE .
JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY, 1994, 19 (1-4) :237-256
[3]  
[Anonymous], 1989, MONOGRAPHS SUPRAMOLE
[4]  
Antipin I. S., 1998, Russ. Chem. Rev., V67, P905, DOI [10.1070/RC1998v067n11ABEH000472, DOI 10.1070/RC1998V067N11ABEH000472]
[5]   VAN DER WAALS VOLUMES + RADII [J].
BONDI, A .
JOURNAL OF PHYSICAL CHEMISTRY, 1964, 68 (03) :441-+
[6]  
Corbridge D. E. C., 1974, STRUCTURAL CHEM PHOS
[7]   SYNTHESIS AND CONFORMATIONAL PROPERTIES OF CALIX[6]ARENES BRIDGED ON THE LOWER RIM - SELF-ANCHORED ROTAXANES [J].
KANAMATHAREDDY, S ;
GUTSCHE, CD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (15) :6572-6579
[8]   Facile synthesis of p-tert-butylthiacalix[4]arene by the reaction of p-tert-butylphenol with elemental sulfur in the presence of a base [J].
Kumagai, H ;
Hasegawa, M ;
Miyanari, S ;
Sugawa, Y ;
Sato, Y ;
Hori, T ;
Ueda, S ;
Kamiyama, H ;
Miyano, S .
TETRAHEDRON LETTERS, 1997, 38 (22) :3971-3972
[9]  
MUKMENEVA NA, 1986, ZH OBSHCH KHIM+, V56, P2267
[10]  
NEDA I, 1998, MAIN GROUP CHEM NEWS, V6, P4