Infrared matrix isolation study of hydrogen bonds involving C-H bonds: Alkynes with bases containing second- and third-row donor atoms
- Univ. of Cincinnati, OH (USA)
The matrix isolation technique, combined with infrared spectroscopy, has been employed to isolate and characterize hydrogen-bonded complexes between 1-alkynes and a series of second- and third-row bases. Distinct evidence for hydrogen bond formation was observed in each case, with a characteristic shift to lower energies of the alkynic C-H stretching mode. These shifts ranged from 25 to 150 cm{sup {minus}1}, with complexes of CF{sub 3}CCH consistently having the largest shifts. For a given acid, the magnitude of the shift of the C-H stretching vibration, as a function of the base, varied in the order P(CH{sub 3}){sub 3} > (CH{sub 3}){sub 2}S > (CH{sub 3}){sub 2}Se > PH{sub 3} > H{sub 2}S > AsH{sub 3}. For the very weak bases H{sub 2}S and AsH{sub 3}, a second complex in which the alkyne serves as a proton acceptor and H{sub 2}S or AsH{sub 3} serves as the proton donor was also detected. The shifts observed in this study were significantly smaller than observed in previous studies and have been rationalized in terms of hard/soft acid/base theory.
- OSTI ID:
- 6664587
- Journal Information:
- Journal of Physical Chemistry; (USA), Vol. 94:4; ISSN 0022-3654
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
ALKYNES
BONDING
CHEMICAL BONDS
MATRIX ISOLATION
BASES
CALCULATION METHODS
DATA ANALYSIS
EXPERIMENTAL DATA
INFRARED SPECTRA
MEASURING INSTRUMENTS
MEASURING METHODS
DATA
FABRICATION
HYDROCARBONS
INFORMATION
JOINING
NUMERICAL DATA
ORGANIC COMPOUNDS
SPECTRA
400201* - Chemical & Physicochemical Properties