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Journal ArticleDOI

Triformylmethane: an efficient preparation, some derivatives, and spectra

M. Buděšínský, +2 more
- 01 Jan 1989 - 
- Vol. 1989, Iss: 11, pp 858-860
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TLDR
In this article, a simple and efficient two-step procedure for the preparation of triformylmethane from bromoacetic acid and dimethylformamide is presented.
Abstract
In this paper we present a simple and efficient two-step procedure for the preparation of triformylmethane from bromoacetic acid and dimethylformamide, synthesis of some triformylmethane derivatives of preparative importance, evidence for an intramolecular hydrogen bond in triformylmethane, based on its 1 H-NMR spectra measured in deuterochloroform in the presence of trichloroacetyl isocyanate, and comments on some recent erroneous statements concerning the IR spectra of triformylmethane

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Journal ArticleDOI

Electronic Basis of Improper Hydrogen Bonding: A Subtle Balance of Hyperconjugation and Rehybridization

TL;DR: The hyperconjugative interaction of the X-hybrid orbital in the X[bond]H is able to undergo a sufficient change in hybridization and polarization, rehybridization dominates leading to a shortening of theX[bonding]H and a blue shift in thex[b Bond]H stretching frequency.
Journal ArticleDOI

On the physical origin of blue-shifted hydrogen bonds.

TL;DR: For blue-shifted hydrogen-bonded systems, the hydrogen stretching frequency increases rather than decreases on complexation, and in computations at various levels of theory, the blue-shift in the archetypical system, F(3)C-H, is reproduced at the Hartree-Fock level, indicating that electron correlation is not the primary cause.
Journal ArticleDOI

First local minimum of the formic acid dimer exhibits simultaneously red-shifted O?H?O and improper blue-shifted C?H?O hydrogen bonds

TL;DR: The first local minimum of the formic acid dimer exhibits simultaneously red-shifted O−H⋯O and blue-shifting C−H−O hydrogen bonds.
Journal ArticleDOI

The nature of improper, blue-shifting hydrogen bonding verified experimentally.

TL;DR: In the infrared spectra of solutions in liquid argon of dimethyl ether and fluoroform, bands due to a 1:1 complex between these monomers have been observed, and it is clearly demonstrated that not only the spectral manifestation of H-bonding but also their nature differ.
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