Intramolecular hydrogen bonding and tautomerism in 1-[N-(4-bromophenyl)]aminomethylidene-2(1H) naphthalenone

Yükleniyor...
Küçük Resim

Tarih

2000

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Kluwer Academic/Plenum Publ

Erişim Hakkı

info:eu-repo/semantics/closedAccess

Özet

1-[N-(4-bromophenyl)]aminomethylidene-2(1H)naphthalenone (C17H12NOBr) (1) was synthesized and its crystal structure was determined. Compound (1) is monoclinic, space group P2(1)/n with a = 4.808(1) Angstrom, b = 20.617(1) Angstrom, c = 13.750(1) Angstrom, beta = 93.004(1)degrees, = 1361.11(3) Angstrom (3), Z = 4, D-c = 1.592 g.cm(-3), mu (Mo K-alpha) = 3.014 mm(-1), R = 0.051 for 1013 reflections [I > 2 sigma (I)]. There is a strong intramolecular hydrogen bond of distance 2.544(2) Angstrom between the hydroxyl oxygen atom and imine nitrogen atom, the hydrogen atom essentially being bonded to the nitrogen atom, The title molecule is not planar. X-ray crystal structure determination reveals the existence of the keto (or predominantly keto) tautomer in (1). Spectra of compound (1) were observed by IR and NMR, and UV-visible spectra of (1) were studied in different solvents and acidic media.

Açıklama

Unver, Huseyin/0000-0003-3968-4385

Anahtar Kelimeler

bidentate Schiff base ligand, intramolecular hydrogen bond, photochromism, thermochromism, tautomerism

Kaynak

Journal Of Chemical Crystallography

WoS Q Değeri

Q4

Scopus Q Değeri

Q3

Cilt

30

Sayı

5

Künye

closedAccess