Zeolite-promoted oxidations of 1,1-diarylethylenes

被引：25

作者：

Clennan, EL ^{[1
]}

Pan, GL ^{[1
]}

机构：

[1] Univ Wyoming, Dept Chem, Dept 3838, Laramie, WY 82071 USA

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 26期

关键词：

D O I：

10.1021/ol035927t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The intrazeolite photooxygenations of four diarylethylenes; have been examined. Several intermediates, including an epoxide, have been identified by comparison to independently synthesized samples. Aldehyde intermediates were shown to undergo intrazeolite Norrish type I cleavages in competition with a novel new photooxygenation/autoxidation reaction.

引用

页码：4979 / 4982

页数：4

共 16 条

[1] Unexpected oxadi-pi-methane rearrangement of beta,gamma-unsaturated aldehydes [J].

Armesto, D ;

Ortiz, MJ ;

Romano, S ;

Agarrabeitia, AR ;

Gallego, MG ;

Ramos, A .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (04) :1459-1466

[2] VERY STRONG STABILIZATION OF ALKENE-O2 CHARGE-TRANSFER STATE IN ZEOLITE NAY - RED-LIGHT-INDUCED PHOTOOXIDATION OF 2,3-DIMETHYL-2-BUTENE [J].

BLATTER, F ;

FREI, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (16) :7501-7502

[3]

Bohne C., 1995, CRC HDB ORGANIC PHOT

[4]

EVANS DF, 1950, J CHEM SOC, P345

[5] REACTION OF SINGLET OXYGEN WITH OLEFINS - QUESTION OF MECHANISM [J].

FRIMER, AA .

CHEMICAL REVIEWS, 1979, 79 (05) :359-387

[6]

GILBERT A, 1991, ESSENTIALS MOL PHOTO, P288

[7] Mechanism of oxygen transfer in the epoxidation of an olefin by molecular oxygen in the presence of an aldehyde [J].

Jarboe, SG ;

Beak, P .

ORGANIC LETTERS, 2000, 2 (03) :357-360

[8] Photooxygenation of aromatic alkenes in zeolite nanocavities [J].

Kojima, M ;

Nakajoh, M ;

Matsubara, C ;

Hashimoto, S .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 2002, (11) :1894-1901

[9] Wavelength dependent oxygen mediated electron-transfer reactions within M+Y zeolites:: Photo oxidation and reduction of 1,1-diarylethylenes [J].

Lakshminarasimhan, P ;

Thomas, KJ ;

Johnston, LJ ;

Ramamurthy, V .

LANGMUIR, 2000, 16 (24) :9360-9367

[10]

NICLAUSE M, 1966, ADV PHOTOCHEM, P25

← 1 2 →