Norrish type II photochemical reaction of an aryl ketone on a monolayer-protected gold nanocluster. Development of a probe of conformational mobility

被引：28

作者：

Kell, AJ ^{[1
]}

Stringle, DLB ^{[1
]}

Workentin, MS ^{[1
]}

机构：

[1] Univ Western Ontario, Dept Chem, London, ON N6A 5B7, Canada

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 21期

关键词：

D O I：

10.1021/ol006487y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A Norrish type II reaction of an aryl ketone monolayer-protected colloid was investigated for the first time. Photolysis of mercaptoundecanophenone-modified gold colloid, MUP-MPC, generates free acetophenone in solution and the nonene-modified MPC via the triplet excited state and the 1,4-biradical intermediate. The reaction is being developed as a probe of conformational mobility in these unique environments.

引用

页码：3381 / 3384

页数：4

共 30 条

[1] [Anonymous], 1991, PHOTOCHEMISTRY ORG C
[2] NORRISH TYPE-II REACTION IN THE SOLID-STATE - INVOLVEMENT OF A BOATLIKE REACTANT CONFORMATION
ARIEL, S
RAMAMURTHY, V
SCHEFFER, JR
TROTTER, J
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (23) : 6959 - 6960
[3] Structure and dynamics in alkanethiolate monolayers self-assembled on gold nanoparticles: A DSC, FT-IR, and deuterium NMR study
Badia, A
Cuccia, L
Demers, L
Morin, F
Lennox, RB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (11) : 2682 - 2692
[4] Investigations of cylindrical reaction cavities from ordered phases of alkyl alkanoates and their influence on some Norrish-Yang and photo-fries reactions
Baldvins, JE
Cui, CX
Weiss, RG
[J]. PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1996, 63 (06) : 726 - 734
[5] SYNTHESIS OF THIOL-DERIVATIZED GOLD NANOPARTICLES IN A 2-PHASE LIQUID-LIQUID SYSTEM
BRUST, M
WALKER, M
BETHELL, D
SCHIFFRIN, DJ
WHYMAN, R
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (07) : 801 - 802
[6] LIFETIME OF A CONFORMATIONALLY CONSTRAINED NORRISH-II BIRADICAL - PHOTOCHEMISTRY OF CIS-1-BENZOYL-2-BENZHYDRYLCYCLOHEXANE
CALDWELL, RA
DHAWAN, SN
MAJIMA, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (21) : 6454 - 6455
[7] Characterization, adsorption, and photochemistry of self-assembled monolayers of 10-thiodecyl 2-anthryl ether on gold
Fox, MA
Wooten, MD
[J]. LANGMUIR, 1997, 13 (26) : 7099 - 7105
[8] Alkanethiolate gold cluster molecules with core diameters from 1.5 to 5.2 nm: Core and monolayer properties as a function of core size
Hostetler, MJ
Wingate, JE
Zhong, CJ
Harris, JE
Vachet, RW
Clark, MR
Londono, JD
Green, SJ
Stokes, JJ
Wignall, GD
Glish, GL
Porter, MD
Evans, ND
Murray, RW
[J]. LANGMUIR, 1998, 14 (01) : 17 - 30
[9] Monolayers in three dimensions: Synthesis and electrochemistry of omega-functionalized alkanethiolate-stabilized gold cluster compounds
Hostetler, MJ
Green, SJ
Stokes, JJ
Murray, RW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (17) : 4212 - 4213
[10] Dynamics of place-exchange reactions on monolayer-protected gold cluster molecules
Hostetler, MJ
Templeton, AC
Murray, RW
[J]. LANGMUIR, 1999, 15 (11) : 3782 - 3789

← 1 2 3 →