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Sökning: L773:1521 3765 OR L773:0947 6539 > Novel Chiral Pyrome...

Novel Chiral Pyromellitdiimide (1,2,4,5-Benzenetetracarboxydiimide) Dimers and Trimers: Exploring Their Structure, Electronic Transitions and Exciton Coupling

Gawronski, J. (författare)
Uniwersytet im. Adama Mickiewicza w Poznaniu,Adam Mickiewicz University in Poznań
Brzostowska, M. (författare)
Uniwersytet im. Adama Mickiewicza w Poznaniu,Adam Mickiewicz University in Poznań
Gawronska, K. (författare)
Uniwersytet im. Adama Mickiewicza w Poznaniu,Adam Mickiewicz University in Poznań
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Koput, J. (författare)
Uniwersytet im. Adama Mickiewicza w Poznaniu,Adam Mickiewicz University in Poznań
Rychlewska, U. (författare)
Uniwersytet im. Adama Mickiewicza w Poznaniu,Adam Mickiewicz University in Poznań
Skowronek, P. (författare)
Uniwersytet im. Adama Mickiewicza w Poznaniu,Adam Mickiewicz University in Poznań
Nordén, Bengt, 1945 (författare)
Chalmers tekniska högskola,Chalmers University of Technology
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Uniwersytet im Adama Mickiewicza w Poznaniu Chalmers tekniska högskola (creator_code:org_t)
2002
2002
Engelska.
Ingår i: Chemistry - A European Journal. - 1521-3765 .- 0947-6539. ; 8, s. 2484-2494 and ibid. 2833
  • Tidskriftsartikel (refereegranskat)
Abstract Ämnesord
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  • The chiral but highly symmetrical acyclic and cyclic pyromellitic diimide dimers and trimers 2-5 have been obtained and characterized for the first time. The pyromellitdiimide chromophores in these molecules are linked by a rigid diequatorially 1,2-disubstituted cyclohexane skeleton. The structures of the compounds have been determined in detail by molecular modeling and, in the case of cyclic dimer 4 and trimer 5, by means of X-ray diffraction analysis. The electronically excited states of the pyromellitdiimide chromophore (1a) have been studied in these and other model compounds by means of linear dichroism (LD), magnetic circular dichroism (MCD), and circular dichroism (CD) spectroscopy. CD spectra of the rigid cyclic trimer 5 have provided the most detailed information on the excited states of the pyromellitdiimide chromophore. The low-energy tail (340-360 nm) of the absorption envelope can be assigned to out-of-plane polarized n-pi* transitions (I, II). The higher energy bands are due to contributions from up to six pi-pi* transitions, these being polarized either along the long (IV-VI, VIII) or short axis (III, VII). The results of ab initio CIS/cc-pVDZ and semiempirical INDO/S-CI calculations have been compared with the experimental data. CD Cotton effects in the region 200260 nm, which result from exciton interactions between electric dipole allowed transitions of two pyromellitdiimide chromophores in compounds 2-5, provide reliable and useful information concerning the conformation and absolute configuration of these molecules, which may be extrapolated to other oligoimide systems.

Ämnesord

NATURVETENSKAP  -- Kemi -- Fysikalisk kemi (hsv//swe)
NATURAL SCIENCES  -- Chemical Sciences -- Physical Chemistry (hsv//eng)
NATURVETENSKAP  -- Fysik -- Den kondenserade materiens fysik (hsv//swe)
NATURAL SCIENCES  -- Physical Sciences -- Condensed Matter Physics (hsv//eng)

Nyckelord

chirality
circular dichroism
electronic transitions
pyromellitic diimides

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