On the competition between weak O-H•••F and C-H•••F hydrogen bonds, in cooperation with C-H•••O contacts, in the difluoromethane-tert-butyl alcohol cluster

被引：22

作者：

Spada, Lorenzo ^{[1
]}

Tasinato, Nicola ^{[1
]}

Bosi, Giulio ^{[2
]}

Vazart, Fanny ^{[1
]}

Barone, Vincenzo ^{[1
]}

Puzzarini, Cristina ^{[2
]}

机构：

[1] Scuola Normale Super Pisa, Piazza Cavalieri 7, I-56126 Pisa, Italy

[2] Univ Bologna, Dipartimento Chim G Ciamician, Via Selmi 2, I-40126 Bologna, Italy

来源：

JOURNAL OF MOLECULAR SPECTROSCOPY | 2017年 / 337卷

关键词：

Weak hydrogen bonds; Rotational spectroscopy; Quantum chemistry; DFT calculations; Non-covalent interactions; SILICA-BASED MATERIALS; ROTATIONAL SPECTRUM; BASIS-SETS; VIBRATIONAL PROPERTIES; WAVE-FUNCTIONS; GAS-PHASE; WATER; SPECTROSCOPY; FLUORINE; THERMODYNAMICS;

D O I：

10.1016/j.jms.2017.04.001

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 1:1 complex of tert-butyl alcohol with difluoromethane has been characterized by means of a joint experimental-computational investigation. Its rotational spectrum has been recorded by using a pulsed jet Fourier-Transform microwave spectrometer. The experimental work has been guided and supported by accurate quantum-chemical calculations. In particular, the computed potential energy landscape pointed out the formation of three stable isomers. However, the very low interconversion barriers explain why only one isomer, showing one O-H center dot center dot center dot F and two C-H center dot center dot center dot O weak hydrogen bonds, has been experimentally characterized. The effect of the H tert-butyl-group substitution has been analyzed from the comparison to the difluoromethane-water adduct. (C) 2017 Elsevier Inc. All rights reserved.

引用

页码：90 / 95

页数：6

共 50 条

[1] Weak C-H•••O and C-H•••F-C hydrogen bonds in the oxirane-trifluoromethane dimer
Alonso, JL
Antolínez, S
Blanco, S
Lesarri, A
López, JC
Caminati, W
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (10) : 3244 - 3249
[2] The role of charge assisted C-Hδ+---Oδ- and C-Hδ+---Fδ- hydrogen bonds in organometallic crystals
Braga, D
Grepioni, F
CURRENT CHALLENGES ON LARGE SUPRAMOLECULAR ASSEMBLIES, 1999, 519 : 173 - 191
[3] MP2 and QCISD(T) study on the convergence of interaction energies of weak O-H•••F-C, C-H•••O, and C-H•••F-C hydrogen bridges
Hyla-Kryspin, Isabella
Haufe, Guenter
Grimme, Stefan
CHEMICAL PHYSICS, 2008, 346 (1-3) : 224 - 236
[4] INSERTION OF METHANESULFONYLNITRENE INTO C-H AND O-H BONDS
SHINGAKI, T
INAGAKI, M
TORIMOTO, N
TAKEBAYASHI, M
CHEMISTRY LETTERS, 1972, (12) : 1181 - 1184
[5] IRON COMPLEX CLEAVES C-H AND O-H BONDS
不详
CHEMICAL & ENGINEERING NEWS, 2009, 87 (14) : 27 - 27
[6] Weak C-H•••O hydrogen bonds in alkaloids:: An overview
Rajnikant
Dinesh
Kamni
BULLETIN OF MATERIALS SCIENCE, 2005, 28 (03) : 187 - 198
[7] C-H⋯O, O-H⋯C, and C-H⋯C interactions in complexes of carbocations and carboanions
A. N. Isaev
Russian Journal of Inorganic Chemistry, 2013, 58 : 817 - 823
[8] Weak C-H…O hydrogen bonds in alkaloids: An overview
Bulletin of Materials Science, 2005, 28 : 187 - 198
[9] Weak hydrogen bonds C-H•••S and C-H•••F-C in the thiirane-trifluoromethane dimer
Cocinero, EJ
Sánchez, R
Blanco, S
Lesarri, A
López, JC
Alonso, JL
CHEMICAL PHYSICS LETTERS, 2005, 402 (1-3) : 4 - 10
[10] Not all short C-H•••O contacts are hydrogen bonds:: the prototypical example of contacts to C=O+-H
Steiner, T
CHEMICAL COMMUNICATIONS, 1999, (04) : 313 - 314

← 1 2 3 4 5 →