ON THE VARIOUS MODES OF INTERACTION OF SULFUR WITH PHENYLATED DIYNES

被引:13
作者
BLUM, J [1 ]
BADRIEH, Y [1 ]
SHAAYA, O [1 ]
MELTSER, L [1 ]
SCHUMANN, H [1 ]
机构
[1] TECH UNIV BERLIN,INST ANORGAN & ANALYT CHEM,W-1000 BERLIN 12,GERMANY
来源
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 1993年 / 79卷 / 1-4期
基金
以色列科学基金会;
关键词
SULFUR ADDITION TO DIYNES; BENZ[B]INDENO[2,1-D]THIOPYRAN; 1,2]DITHIOLO[4,3-C]-1,2-DITHIOLE; POLYCYCLIC SULFIDES; POLYCYCLIC DISULFIDES;
D O I
10.1080/10426509308034401
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The reaction of elemental sulfur and five diynes of general formula PhC=C(G)nC=CR has been studied. While 1-(1-propynyl)-2-phenylethynylbenzene lb reacted at 120-degrees-C to give solely 6-methyl-benz[b]indeno[2,1-d]-thiopyran 2b, 1,1'-(1,2-phenylene)bis(3-phenyl-2-propyn-1-one) 4 and 1,8-bis(phenylethynyl)naphthalene 5 yielded the sulfides 11.11'-thiobis-(6-phenyl-5,12-naphthacenedione) 9 and 12,12'-thiobis(7-phenylbenzo[k]-fluoranthene) 13, respectively. as the major products. Diyne 5 gave also a small amount of bis(7-phenylbenzo[k]fluoranthene-12-yl)disulfide 14. 3.3'-Oxybis(1-phenyl-1-propyne) 6 did not react in the absence of a metallic additive, but yielded 4,6-diphenyl-1H,3H-thieno[3,4-c]furan 15 in the presence of equimolar quantities of RhCl3 . 3H2O and Aliquat-336. The reaction of the conjugated diyne 1,1'-(1,3-butadiyne-1,4-diyl)bisbenzene 7 with sulfur afforded 3,6-diphenyl[1,2]dithiolo[4.3-c]-1,2-dithole 16.
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页码:87 / 96
页数:10
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