Excited and ground state conformations of p-dimethylamino-benzaldehyde and p-dimethylaminoacetophenone

Dobkowski, Jacek; Kirkor-Kamińska, E.; Koput, Jacek; Siemiarczuk, Aleksander

doi:10.1016/0022-2313(82)90035-7

Cited by 54 publications

(39 citation statements)

References 23 publications

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“…The TICT model of the stuctural change is also supported by all quantum chemical calculations, e.g. [8,9,30].…”

Section: The Nature Of the Highly Polar Statementioning

confidence: 60%

“…Such result has been obtained also for p-dimethylaminobenzaldehyde (DMABA), a carbonyl derivative closely related to, and of the same π-electronic stucture as, DMAA and DOAA [9].…”

Section: Introductionmentioning

confidence: 67%

“…Summarising the results on the photophysics of DOAA, we can conclude: (i) There is an excellent similarity between the spectra and behaviour of DOAA and DMAA or other p-carbonyl substituted dimethylanilines which have a rotable (not immobilized) -NR2 group [9,10,21,12].…”

Section: The Nature Of the Highly Polar Statementioning

confidence: 79%

“…: 278°C (p = 10 mm Hg); 1Η NMR (CDCl 3 ) supported the stucture. DMAA was purified as described earlier [9]. Ether, tetrahydrofuran (THF) and acetonitrile (ACN) were of spectroscopic purity (MERCK).…”

Section: Compounds and Synthesismentioning

confidence: 99%

“…where the 1 n, π* state plays an important role in less polar solvents [9]). The cited Authors [6,7,29] assume, however, the molecule is non-planar because of a pyramidalization of the N atom of the dialkylamino group; the inversional mode is assumed to couple the two states which results (in an unexplained way) in formation of the polar form, without mutual twisting of D and Α.…”

Section: Inversional Mode?mentioning

confidence: 99%

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Picosecond Transient Absorption Spectra and the Twisted Intramolecular Charge Transfer Phenomenon

et al. 1995

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An improved model of a ckputer-controlled picosecond absorption spectrometer was designed and constructed. Its operatioii is described, and applied to the measurement of transient spectra of p-N, N-dioctylamino--acetophenone. The spectroscopy and photophysics of this ckpound are ckpared to the other ckpounds exhibiting the dual fluorescence, assigned usually to the adiabatic formation of the "twisted" intramolecular charge transfer excited state. The data are discussed in relatioii to alternative suggestion of an inversioii of the pyramidal amino nitrogen atk. The whole evidence supports the decoupling of the π-electronic systems of D+ and A-in the D+-A -polar excited state, in full accord with the "twisted" intramolecular charge transfer model. The peculiar behaviour of the long alkyl -NR2 derivatives (favouring the "twisted" intramolecular charge transfer state emission) seems to be primarily due to the decreasing oxidation potential of such electron donor groups.

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“…The TICT model of the stuctural change is also supported by all quantum chemical calculations, e.g. [8,9,30].…”

Section: The Nature Of the Highly Polar Statementioning

confidence: 60%

“…Such result has been obtained also for p-dimethylaminobenzaldehyde (DMABA), a carbonyl derivative closely related to, and of the same π-electronic stucture as, DMAA and DOAA [9].…”

Section: Introductionmentioning

confidence: 67%