Photoinduced electron-transfer systems consisting of electron-donating pyrenes or anthracenes and benzimidazolines for reductive transformation of carbonyl compounds

被引：116

作者：

Hasegawa, Eietsu ^{[1
]}

Takizawa, Shinya

Seida, Takayuki

Yamaguchi, Akira

Yamaguchi, Naoto

Chiba, Naoki

Takahashi, Tomoya

Ikeda, Hiroshi

Akiyama, Kimio

机构：

[1] Niigata Univ, Fac Sci, Dept Chem, Niigata 9502181, Japan

[2] Tohoku Univ, Dept Chem, Grad Sch Sci, Sendai, Miyagi 9808578, Japan

[3] Tohoku Univ, Inst Multidisciplinary Res Adv Mat, Sendai, Miyagi 9808577, Japan

来源：

TETRAHEDRON | 2006年 / 62卷 / 27期

关键词：

D O I：

10.1016/j.tet.2006.03.061

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Photoinduced electron-transfer reactions of several ketone substrates were studied to evaluate the utilities of 1,6-bis(dimethyl-amino)pyrene (BDMAP), 1,6-dimethoxypyrene (DMP), 9,10-bis(dimethlylamino)anthracene (BDMAA), and 9,10-dimethoxyanthracene (DMA) as electron-donating sensitizers cooperating with 2-aryl-13-dimethylbenzimidazolines. BDMAP and DMP generally led higher conversion of ketones and better yield of reduction products compared to BDMAA and DMA. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：6581 / 6588

页数：8

共 67 条

[1] [Anonymous], ADV ELECT T
[2] [Anonymous], 2003, CRC HDB ORGANIC PHOT
[3] FREE-ENERGY CORRELATION OF RATE CONSTANTS FOR ELECTRON-TRANSFER QUENCHING OF EXCITED TRANSITION-METAL COMPLEXES
BALLARDINI, R
VARANI, G
INDELLI, MT
SCANDOLA, F
BALZANI, V
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (23) : 7219 - 7223
[4] Balzani V, 2001, ELECT TRANSFER CHEM, VI-V
[5] Protecting groups that can be removed through photochemical electron transfer: Mechanistic and product studies on photosensitized release of carboxylates from phenacyl esters
Banerjee, A
Falvey, DE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (18) : 6245 - 6251
[6] SYNTHESIS OF BICYCLIC CYCLOPENTANOLS BY PHOTOREDUCTIVE CYCLIZATION OF DELTA,EPSILON-UNSATURATED KETONES
BELOTTI, D
COSSY, J
PETE, JP
PORTELLA, C
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (22) : 4196 - 4200
[7] Berger D J., 1997, CHEM DOUBLE BONDED F, P1281, DOI DOI 10.1002/0470857234.CH22
[8] ESTIMATION OF EXCITED-STATE REDOX POTENTIALS BY ELECTRON-TRANSFER QUENCHING - APPLICATION OF ELECTRON-TRANSFER THEORY TO EXCITED-STATE REDOX PROCESSES
BOCK, CR
CONNOR, JA
GUTIERREZ, AR
MEYER, TJ
WHITTEN, DG
SULLIVAN, BP
NAGLE, JK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (17) : 4815 - 4824
[9] BOWMAN WR, 1992, TETRAHEDRON, V48, P4027
[10] ALCL3-PROMOTED CONJUGATE REDUCTION OF ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS WITH 1,3-DIMETHYL-2-PHENYLBENZIMIDAZOLINE
CHIKASHITA, H
ITOH, K
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1986, 59 (06) : 1747 - 1752

← 1 2 3 4 5 6 7 →