Proton affinities of phenylalkylamines by the kinetic method

被引:16
作者
Cardoso, AM [1 ]
Alexandre, SMG
Barros, CMF
Ferrer-Correia, AJ
Nibbering, NMM
机构
[1] Univ Aveiro, Dept Quim, P-3800 Aveiro, Portugal
[2] Univ Amsterdam, Inst Mass Spectrometry, NL-1018 WS Amsterdam, Netherlands
关键词
proton affinity; kinetic method; amines; hydrogen bonding;
D O I
10.1016/S0168-1176(97)00252-8
中图分类号
O64 [物理化学(理论化学)、化学物理学]; O56 [分子物理学、原子物理学];
学科分类号
070203 ; 070304 ; 081704 ; 1406 ;
摘要
The kinetic method was used to determine the proton affinities of phenylalkylamines of general formula (RRC6H3CHR3)-R-1-C-2(CH2)(n)(NRR5)-R-4 where R-1 = H or OH; R-2 = H, F, NO2, OH or OCH3; R-3 = H or OH; R-4 and R-5 = H and/or CH3; n = 1-3. Amines were used as reference bases and the proton affinities of the phenylalkylamines were bracketed by a pair of reference bases that give rise, in the MIKE spectra of the heterodimer, to more or less intense signals than the compound under study. The influence of the aliphatic chain length and of the substituents on the aromatic ring, on the proton affinities of the phenylalkylamines is presented and discussed. The formation of an hydrogen bond between the amino group and the aromatic ring is proposed to explain the results obtained. (C) 1998 Elsevier Science Ltd.
引用
收藏
页码:123 / 127
页数:5
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