BIS(PHENYLIDONIUM) DIYNE TRIFLATES PHICC(P-C6H4)NCCIPH.2OTF AND PHICC(CH2)NCCIPH.2OTF - PREPARATION, CHARACTERIZATION, AND REACTION WITH TRIPHENYLPHOSPHINE

被引：24
作者：
STANG, PJ
TYKWINSKI, R
ZHDANKIN, VV
机构：
[1] Department of Chemistry, University of Utah, Salt Lake City
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 06期
关键词：
D O I：
10.1021/jo00032a046
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Bis(phenyliodonium) diyne triflates 8-10 were prepared by the reaction of the corresponding tributyltin substituted diacetylenes 4-6 with cyanophenyliodonium triflate 7 in 78-93% yields as relatively stable microcrystalline solids. They were characterized by multinuclear NMR, IR, and analytical data. Iodonium salts 8-10 reacted with triphenylphosphine under mild conditions with the loss of iodobenzene giving bisphosphonium salts 11,12 in high yields.
引用
收藏
页码：1861 / 1864
页数：4
相关论文
共 44 条
[1]   SYNTHESIS OF ALKYNYL(PHENYL)IODONIUM TRIFLATES AND THEIR REACTION WITH DIETHYL 2-AMINOMALONATE [J].
BACHI, MD ;
BARNER, N ;
CRITTELL, CM ;
STANG, PJ ;
WILLIAMSON, BL .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (12) :3912-3915
[2]   ETHYNYLPHOSPHONIUM SALTS .2. A NEW METHOD FOR THE PREPARATION OF ETHYNYLTRIPHENYLPHOSPHONIUM SALTS [J].
BESTMANN, HJ ;
KISIELOWSKI, L .
CHEMISCHE BERICHTE-RECUEIL, 1983, 116 (04) :1320-1326
[3]  
Brandsma L., 1971, PREPARATIVE ACETYLEN
[4]   REGIOSPECIFIC SYNTHESIS OF ARYL(2-FURYL)IODONIUM TOSYLATES, A NEW CLASS OF IODONIUM SALTS, FROM [HYDROXY(TOSYLOXY)IODO]ARENES AND 2-(TRIMETHYLSILYL)FURANS IN ORGANIC-SOLVENTS [J].
CARMAN, CS ;
KOSER, GF .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (15) :2534-2539
[5]  
CAULETTI C, 1988, GAZZ CHIM ITAL, V118, P1
[6]  
CHEMLA DS, 1987, NONLINEAR OPTICAL PR, V1
[7]  
CHEMLA DS, 1987, NONLINEAR OPTICAL PR, V2
[8]  
HAHN RA, 1989, SPEC PUBL ROYAL SOC, V69
[9]   CRYSTAL AND MOLECULAR-STRUCTURE OF DYNEMICIN-A - A NOVEL 1,5-DIYN-3-ENE ANTITUMOR ANTIBIOTIC [J].
KONISHI, M ;
OHKUMA, H ;
TSUNO, T ;
OKI, T ;
VANDUYNE, GD ;
CLARDY, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (09) :3715-3716
[10]   ALKYNYLIODONIUM SALTS AS ALKYNYLATING REAGENTS - DIRECT CONVERSION OF ALKYNYLPHENYLIODONIUM TOSYLATES TO DIALKYL ALKYNYLPHOSPHONATES WITH TRIALKYL PHOSPHITES [J].
LODAYA, JS ;
KOSER, GF .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (05) :1513-1516
12345