Stereochemical deuterium labeling as mechanistic probe for differentiating the singlet- and triplet-diradical spin states in the rearrangement of the 2-spiroepoxy-1,3-cyclopentanediyl to oxetanes

被引:10
作者
Abe, M
Adam, W
Ino, Y
Nojima, M
机构
[1] Osaka Univ, Grad Sch Engn, Dept Chem Mat, Suita, Osaka 5650871, Japan
[2] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
关键词
D O I
10.1021/ja000656s
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:6508 / 6509
页数:2
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共 15 条
[1]   Photochemical generation and methanol trapping of localized 1,3 and 1,4 singlet diradicals derived from a spiroepoxy-substituted cyclopentane-1,3-diyl [J].
Abe, M ;
Adam, W ;
Nau, WM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (44) :11304-11310
[2]   Intramolecular and intermolecular reactivity of localized singlet diradicals: The exceedingly long-lived 2,2-diethoxy-1,3-diphenylcyclopentane-1,3-diyl [J].
Abe, M ;
Adam, W ;
Heidenfelder, T ;
Nau, WM ;
Zhang, XY .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (09) :2019-2026
[3]   Homolytic substitution (SH2) versus triplet diradical (ISC) in the photochemical denitrogenation of a DBH azoalkane:: Temperature-dependent syn/anti diastereoselectivity as a mechanistic probe for the doubly inverted housane [J].
Adam, W ;
García, H ;
Martí, V ;
Moorthy, JN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (40) :9475-9476
[4]   COMPARATIVE-STUDY OF THE PYROLYSIS, PHOTOINDUCED ELECTRON-TRANSFER (PET), AND LASER-JET AND 185-NM PHOTOCHEMISTRY OF ALKYL-SUBSTITUTED BICYCLIC AZOALKANES [J].
ADAM, W ;
DENNINGER, U ;
FINZEL, R ;
KITA, F ;
PLATSCH, H ;
WALTER, H ;
ZANG, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (13) :5027-5035
[5]   Transient spectroscopy of a derivative of 2,2-difluoro-1,3-diphenylcyclopentane-1,3-diyl - A persistent localized singlet 1,3-diradical [J].
Adam, W ;
Borden, WT ;
Burda, C ;
Foster, H ;
Heidenfelder, T ;
Heubes, M ;
Hrovat, DA ;
Kita, F ;
Lewis, SB ;
Scheutzow, D ;
Wirz, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (03) :593-594
[6]   PHOTODISSOCIATION OF A BICYCLIC AZOALKANE - TIME-RESOLVED COHERENT ANTI-STOKES-RAMAN SPECTROSCOPY STUDIES OF VAPOR-PHASE 2,3-DIAZABICYCLO[2.2.1]HEPT-2-ENE [J].
ADAMS, JS ;
WEISMAN, RB ;
ENGEL, PS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (25) :9115-9121
[7]   A new class of non-Kekule molecules with tunable singlet-triplet energy spacings [J].
Berson, JA .
ACCOUNTS OF CHEMICAL RESEARCH, 1997, 30 (06) :238-244
[8]   Femtosecond dynamics of transition states and the concept of concertedness: Nitrogen extrusion of azomethane reactions [J].
Diau, EWG ;
Abou-Zied, OK ;
Scala, AA ;
Zewail, AH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (13) :3245-3246
[9]  
GIESE B, 1986, NATO ADV SCI INST C, V189, P283
[10]   MEROSTABILIZATION IN RADICAL IONS, TRIPLETS, AND BIRADICALS - SUBSTITUENT EFFECTS ON THE N,PI-STAR TRIPLET ENERGY OF BENZOPHENONE [J].
LEIGH, WJ ;
ARNOLD, DR .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (09) :406-408