Naphthaldehydes

Abstract

Data on methods for the preparation of naphthalde-Data on methods for the preparation of naphthaldehydes, their physicochemical properties, structural characteristics hydes, their physicochemical properties, structural characteristics and reactivities are generalised. Particular attention is given to and reactivities are generalised. Particular attention is given to procedures for formylation of naphthalenes and procedures for formylation of naphthalenes and peri peri-interactions -interactions involving the aldehyde group in the involving the aldehyde group in the a a-position. The bibliography -position. The bibliography includes 201 references includes 201 references. .

Structure of peri-hydroxy- and peri-methoxy-substituted aldehydes and ketones according to spectral data and quantum-chemical calculations

“…Presumably, the reason is that the aldehyde group in naphthalene-1-carbaldehyde is not coplanar to the naphthalene ring; the corresponding dihedral angle was estimated at 22° [5,21,22]. The ratio of conformers A and C (for peri-hydroxy aldehydes) and A and B (for peri-hydroxy ketones) in solution is determined by the intensity ratio of the low-(a) and high-frequency carbonyl absorption bands (b).…”

“…In addition, these compounds are unique models for studying so-called [4,5] "peri effects" (hydrogen bonds, electrophilic interactions, ring-chain tautomerism, and other interactions between the peri substituents) [2][3][4][5][6][7][8][9][10][11][12][13]. While studying the reactivity and predicting chemical properties of peri-hydroxy carbonyl compounds, it is strongly desirable to know specific features of the structure of perihydroxy carbonyl moiety and the nature of peri effects therein.…”

Building up of a peri-Hydroxynaphthoyl Fragment on the Core of 2H-Naphtho[1,8-bc] furan

“…Its more upfield position is due to the intramolecular hydrogen bond with the proton of the peri-hydroxy group [10]. Two aldehyde groups of its molecule appear in the IR spectrum as two absorption bands of C=O bonds stretching vibrations at 1647 (formyl group involved into a hydrogen bond) and 1687 cm 1 , and in the 1 H NMR spectrum as two one-proton singlets at 9.5 and 10.5 ppm.…”

Determination of Water Content in THF Based on Chemical Shift Differences in Solution NMR

“…The aldehyde oxygen forms a hydrogen bond with the neighboring hydroxyl group in free dye 2, while it could form a six-membered C-HÁ Á ÁO hydrogen bond with H5 of the other ring (at peri-position) in the 2-F system. 20,21 As a result of this hydrogen bonding interaction, the peak corresponding to H5 was shifted to down-field differing to other protons upon complexation with fluoride ions, and then was shifted back to up-field upon addition of water. Water appeared to disrupt the hydrogen bonding between the aldehyde oxygen and H5 proton as well as the fluoride hydrogen bonding interaction with the hydroxyl group in the 2-F system.…”