Locked energy of axial to equatorial transformation monitored by exciplex and excimer fluorescence

Manikandan Kadirvel; Elena V. Bichenkova; Antony D'Emanuele; Sally Freeman

doi:10.1246/cl.2006.868

Locked energy of axial to equatorial transformation monitored by exciplex and excimer fluorescence

Manikandan Kadirvel, Elena V. Bichenkova, Antony D'Emanuele, Sally Freeman

Research output: Contribution to conference › Poster

Abstract

2-O-tert-Butyldimethylsilyl-4,6-bispyrenoyl-myo-inositol-1,3,5-orthoformate (1) and 2-O-tert-butyldimethylsilyl-4-[(4-dimethylamino)benzoyl]-6-pyrenoyl- myo-inositol-1,3,5-orthoacetate (2) adopt unstable chair conformations with five substituents axial, in which the aromatic esters participate in π-stacking, and give excimer and exciplex fluorescence, respectively. Upon addition of acid, the orthoformate/orthoacetate lock is cleaved, which allows the inositol ring to switch to the more stable penta-equatorial chair conformation, with loss of exciplex/excimer fluorescence. Copyright © 2006 The Chemical Society of Japan.

Original language	English
Pages	868-869
Number of pages	1
DOIs	https://doi.org/10.1246/cl.2006.868
Publication status	Published - 5 Aug 2006
Event	Frontiers in Chemical Biology: Single Molecules conference - Oxford Duration: 1 Jan 2006 → …

Conference

Conference	Frontiers in Chemical Biology: Single Molecules conference
City	Oxford
Period	1/01/06 → …

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@conference{a1aa00918a8b4bc494a731c403f231d1,

title = "Locked energy of axial to equatorial transformation monitored by exciplex and excimer fluorescence",

abstract = "2-O-tert-Butyldimethylsilyl-4,6-bispyrenoyl-myo-inositol-1,3,5-orthoformate (1) and 2-O-tert-butyldimethylsilyl-4-[(4-dimethylamino)benzoyl]-6-pyrenoyl- myo-inositol-1,3,5-orthoacetate (2) adopt unstable chair conformations with five substituents axial, in which the aromatic esters participate in π-stacking, and give excimer and exciplex fluorescence, respectively. Upon addition of acid, the orthoformate/orthoacetate lock is cleaved, which allows the inositol ring to switch to the more stable penta-equatorial chair conformation, with loss of exciplex/excimer fluorescence. Copyright {\textcopyright} 2006 The Chemical Society of Japan.",

author = "Manikandan Kadirvel and Bichenkova, {Elena V.} and Antony D'Emanuele and Sally Freeman",

year = "2006",

month = aug,

day = "5",

doi = "10.1246/cl.2006.868",

language = "English",

pages = "868--869",

note = "Frontiers in Chemical Biology: Single Molecules conference ; Conference date: 01-01-2006",

}

TY - CONF

T1 - Locked energy of axial to equatorial transformation monitored by exciplex and excimer fluorescence

AU - Kadirvel, Manikandan

AU - Bichenkova, Elena V.

AU - D'Emanuele, Antony

AU - Freeman, Sally

PY - 2006/8/5

Y1 - 2006/8/5

N2 - 2-O-tert-Butyldimethylsilyl-4,6-bispyrenoyl-myo-inositol-1,3,5-orthoformate (1) and 2-O-tert-butyldimethylsilyl-4-[(4-dimethylamino)benzoyl]-6-pyrenoyl- myo-inositol-1,3,5-orthoacetate (2) adopt unstable chair conformations with five substituents axial, in which the aromatic esters participate in π-stacking, and give excimer and exciplex fluorescence, respectively. Upon addition of acid, the orthoformate/orthoacetate lock is cleaved, which allows the inositol ring to switch to the more stable penta-equatorial chair conformation, with loss of exciplex/excimer fluorescence. Copyright © 2006 The Chemical Society of Japan.

AB - 2-O-tert-Butyldimethylsilyl-4,6-bispyrenoyl-myo-inositol-1,3,5-orthoformate (1) and 2-O-tert-butyldimethylsilyl-4-[(4-dimethylamino)benzoyl]-6-pyrenoyl- myo-inositol-1,3,5-orthoacetate (2) adopt unstable chair conformations with five substituents axial, in which the aromatic esters participate in π-stacking, and give excimer and exciplex fluorescence, respectively. Upon addition of acid, the orthoformate/orthoacetate lock is cleaved, which allows the inositol ring to switch to the more stable penta-equatorial chair conformation, with loss of exciplex/excimer fluorescence. Copyright © 2006 The Chemical Society of Japan.

U2 - 10.1246/cl.2006.868

DO - 10.1246/cl.2006.868

M3 - Poster

SP - 868

EP - 869

T2 - Frontiers in Chemical Biology: Single Molecules conference

Y2 - 1 January 2006

ER -

Locked energy of axial to equatorial transformation monitored by exciplex and excimer fluorescence

Abstract

Conference

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