TITANIUM-CATALYZED CYCLOADDITION REACTIONS OF PHENYL(TRIMETHYLSILYL)ACETYLENE TO CONJUGATED DIENES AND 1,3,5-CYCLOHEPTATRIENE - 1-PHENYL-2-(TRIMETHYLSILYL)-CYCLOHEXA-1,4-DIENES AND THEIR AROMATIZATION

被引：33

作者：

KLEIN, R

SEDMERA, P

CEJKA, J

MACH, K

机构：

[1] CZECHOSLOVAK ACAD SCI, J HEYROVSKY INST PHYS CHEM & ELECTROCHEM, DOLEJSKOVA 3, CS-18223 PRAGUE 8, CZECHOSLOVAKIA

[2] UNIV AMSTERDAM, JH VANT HOFF INST, INORGAN CHEM LAB, 1018 WV AMSTERDAM, NETHERLANDS

[3] CZECHOSLOVAK ACAD SCI, INST MICROBIOL, CS-14220 PRAGUE 4, CZECHOSLOVAKIA

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1992年 / 436卷 / 02期

关键词：

D O I：

10.1016/0022-328X(92)85042-U

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The catalytic system Et2AlCl/TiCl4 induces Diels-Alder addition of phenyl(trimethylsilyl)acetylene (PTMSA) to 1,3-butadiene, isoprene, 2,3-dimethyl-1,3-butadiene, 2-methyl-1,3-pentadiene, and [6 + 2] addition of PTMSA to 1,3,5-cycloheptatriene. The 1-phenyl-2-(trimethylsilyl)-cyclohexa-1,4-dienes obtained undergo thermolysis, yielding the corresponding ortho-(trimethylsilyl)biphenyl derivatives. The cyclohexadienes containing vicinal methyl and trimethylsilyl groups evolve methane at 300-degrees-C (the 3-methyl group is released). All other derivatives release hydrogen at only 260-degrees-C.

引用

页码：143 / 153

页数：11

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