NDLI: Solvent effects on the charge transfer excited states of 4-dimethylaminobenzonitrile (DMABN) and 4-dimethylamino-3,5-dimethylbenzonitrile (TMABN) studied by time-resolved infrared spectroscopy: a direct observation of hydrogen bonding interactions

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Solvent effects on the charge transfer excited states of 4-dimethylaminobenzonitrile (DMABN) and 4-dimethylamino-3,5-dimethylbenzonitrile (TMABN) studied by time-resolved infrared spectroscopy: a direct observation of hydrogen bonding interactions

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Photochemical & Photobiological Sciences Vol - 6 Issue - 8

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Solvent effects on the charge transfer excited states of 4-dimethylaminobenzonitrile (DMABN) and 4-dimethylamino-3,5-dimethylbenzonitrile (TMABN) studied by time-resolved infrared spectroscopy: a direct observation of hydrogen bonding interactions

Content Provider	Royal Society of Chemistry (RSC)
Author	Ma, C. Kwok, W. M. Matousek, P. Phillips, D. Parker, A. W. George, M. W. Grills, D. C. Toner, W. T. Towrie, M.
Copyright Year	2007
Abstract	Time-resolved infrared absorption spectra of the CN bands of photoexcited TMABN and DMABN have been measured in non-polar hexane, polar aprotic THF and polar protic butanol with high temporal and spectral resolution (<0.5 ps and 5 cm−1, respectively). In butanol, the intramolecular charge transfer (ICT) state CN infrared absorption bands of DMABN and TMABN both develop from an initial singlet into a doublet, demonstrating the co-existence of two charge transfer excited states, one of which is hydrogen-bonded and the other similar to the state formed in aprotic solvents. The ICT CN absorption band of TMABN is already strong at the earliest measurement time of 2 ps in THF, hexane, and butanol, indicating prompt population of ICT by a barrierless process, as expected from the pre-twisted structure of this molecule. There are little or no subsequent fast kinetics in hexane and THF but the signal observed in butanol continues to grow substantially at later times, prior to decay, indicating population transfer from a second state excited at 267 nm. No CN absorption band attributable to this state is observed, consistent with it being similar to the LE state of DMABN. The kinetics of the later stages of the hydrogen-bonding of both DMABN and TMABN in butanol takes place on timescales consistent with known values for dipolar solvation relaxation and result in a ratio of the hydrogen-bonded to non-bonded species of ∼3 : 1 at equilibrium for both molecules. The contrast between the prompt population of the charge transfer state of TMABN in all three solvents and charge transfer rates in DMABN limited to 13 ps−1 in THF and 9 ps−1 in butanol is fully consistent with the TICT description for the ICT state structure.
Starting Page	987
Ending Page	994
Page Count	8
File Format	HTM / HTML PDF
ISSN	1474905X
Volume Number	6
Issue Number	9
Journal	Photochemical & Photobiological Sciences
DOI	10.1039/b708414e
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Subscribed
Subject Keyword	Infrared spectroscopy Population transfer THF Solvation Absorption band TMABN Hexane Butanol Nuclear magnetic resonance spectroscopy ICT
Content Type	Text
Resource Type	Article
Subject	Physical and Theoretical Chemistry

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Further time-resolved spectroscopic investigations on the intramolecular charge transfer state of 4-dimethylaminobenzonitrile (DMABN) and its derivatives, 4-diethylaminobenzonitrile (DEABN) and 4-dimethylamino-3,5-dimethylbenzonitrile (TMABN)

A Determination Of The Structure Of The Intramolecular Charge Transfer State Of 4-dimethylaminobenzonitrile (DMABN) By Time-resolved Resonance Raman Spectroscopy

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Solvent effects on the charge transfer excited states of 4-dimethylaminobenzonitrile (DMABN) and 4-dimethylamino-3,5-dimethylbenzonitrile (TMABN) studied by time-resolved infrared spectroscopy: a direct observation of hydrogen bonding interactions

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