FORMATION OF 1,2,3,6-DIOXADISILIN IN PHOTOINDUCED ELECTRON-TRANSFER OXYGENATION OF 1,2-DISILETENE

被引:25
作者
AKASAKA, T [1 ]
SATO, K [1 ]
KAKO, M [1 ]
ANDO, W [1 ]
机构
[1] UNIV TSUKUBA,DEPT CHEM,TSUKUBA,IBARAKI 305,JAPAN
关键词
D O I
10.1016/0040-4039(91)80233-V
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Photo-induced electron transfer oxygenation of 3-phenyl-1,1,2,2-tetramesityl-1,2-disiletene(1) in acetonitrile-methylene chloride afforded the corresponding 1,2,3,6-dioxadisilin (2) in moderate yield as a dioxygen insertion product into a silicon-silicon sigma-bond together with 1,2,5-oxadisilolene (3). The results are reasonably accounted for by an electron transfer from disiletene 1 to the excited singlet state of the sensitizer to form a radical ion pair followed by addition of oxygen.
引用
收藏
页码:6605 / 6608
页数:4
相关论文
共 37 条
[1]   SPECTROSCOPIC STUDIES ON CHARGE-TRANSFER PHOTOOXYGENATION OF DISILIRANES [J].
AKASAKA, T ;
KAKO, M ;
NAGASE, S ;
YABE, A ;
ANDO, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (21) :7804-7806
[2]   STEREOSPECIFIC OXYGENATION OF 3-ADAMANTYLIDENETRICYCLO[3.2.1.02,4]OCTANE - SINGLET OXYGEN VS ELECTRON-TRANSFER OXYGENATIONS [J].
AKASAKA, T ;
ANDO, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (04) :1260-1262
[3]   REACTION OF SINGLET OXYGEN WITH THIIRANE - PEROXYSULFENIC ACID INTERMEDIATE AS A NEW OXIDIZING SPECIES [J].
AKASAKA, T ;
KAKO, M ;
SONOBE, H ;
ANDO, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (02) :494-496
[4]   REACTION OF DIMESITYLSILYLENE IN A CRYOGENIC OXYGEN MATRIX - IR SPECTROSCOPIC OBSERVATION OF A SILYLENE OXYGEN ADDUCT [J].
AKASAKA, T ;
NAGASE, S ;
YABE, A ;
ANDO, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (18) :6270-6272
[5]   CHARGE-TRANSFER PHOTOOXYGENATION OF SULFIDES IN A CRYOGENIC OXYGEN MATRIX - IR SPECTROSCOPIC OBSERVATION OF PERSULFOXIDES [J].
AKASAKA, T ;
YABE, A ;
ANDO, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (26) :8085-8087
[6]   PREPARATION, PROPERTIES AND APPLICATIONS OF ORGANO-SILICON PEROXIDES [J].
ALEXANDROV, YA .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 238 (01) :1-78
[7]   SINGLET OXYGENATION OF OXADISILIRANES - SYNTHESES AND CRYSTAL-STRUCTURE OF 1,2,4,3,5-TRIOXADISILOLANES [J].
ANDO, W ;
KAKO, M ;
AKASAKA, T ;
KABE, Y .
TETRAHEDRON LETTERS, 1990, 31 (29) :4177-4180
[8]   FORMATION OF 1,2-DIOXOLANE IN THE SINGLET OXYGENATION OF A SILICON-SILICON SIGMA-BOND - PEROXONIUM ION INTERMEDIATE [J].
ANDO, W ;
KAKO, M ;
AKASAKA, T ;
NAGASE, S ;
KAWAI, T ;
NAGAI, Y ;
SATO, T .
TETRAHEDRON LETTERS, 1989, 30 (48) :6705-6708
[9]   PREPARATION OF "HEXAMETHYL-1,2-DISILA-3-CYCLOBUTENE [J].
ATWELL, WH ;
UHLMANN, JG .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1973, 52 (02) :C21-C23
[10]   DECAMETHYLCYCLOPENTASILANE AND TETRADECAMETHYLCYCLOHEPTASILANE [J].
CARBERRY, E ;
WEST, R .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1966, 6 (05) :582-&