Pretraga

Pretražite po imenu i prezimenu autora, mentora, urednika, prevoditelja

Napredna pretraga

Pregled bibliografske jedinice broj: 800974

Steric hindrance to the syntheses and stabilities of 1,5- and 2,6-naphthalene N-permethylated diammonium salts

Škalamera, Ðani; Cao, Liping; Isaacs, Lyle; Glaser, Robert; Mlinarić-Majerski, Kata
Steric hindrance to the syntheses and stabilities of 1,5- and 2,6-naphthalene N-permethylated diammonium salts // Tetrahedron, 72 (2016), 12; 1541-1546 doi:10.1016/j.tet.2016.02.002 (međunarodna recenzija, članak, znanstveni)

CROSBI ID: 800974 Za ispravke kontaktirajte CROSBI podršku putem web obrasca

Naslov
Steric hindrance to the syntheses and stabilities of 1,5- and 2,6-naphthalene N-permethylated diammonium salts

Autori
Škalamera, Ðani ; Cao, Liping ; Isaacs, Lyle ; Glaser, Robert ; Mlinarić-Majerski, Kata

Izvornik
Tetrahedron (0040-4020) 72 (2016), 12; 1541-1546

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
naphthalene diamines ; quaternary aminium salts ; H/D-exchange ; stereochemistry ; 1, 8-type peri-strain

Sažetak
A series of naphthalene-1, 5- and 2, 6-diamines and their N-methyl derivatives were synthesized and characterized. 1H NMR spectroscopy showed that an aqueous solution of naphthalene-2, 6-di(NMe3I) (2) underwent considerable demethylation over a 24 h period after its initial preparation. Exchange of the iodide nucleophilic anion by the triflate non-nucleophilic counter-ion afforded a stable quaternary aminium salt. H/D α-position exchange in D2O solutions of naphthalene-2, 6-di(NH2MeCl) (3·HCl) and naphthalene-2, 6-di(NHMe2Cl) (4·HCl) with acidic +NH protons was observed, but not in those of naphthalene-2, 6-di(NMe3I) or triflate (2 or 5). Exhaustive per-N-methylation of naphthalene-1, 5-di(NMe2) (7) afforded only the mixed naphthalene-1-NMe3I-5- NHMe2I quaternary aminium-tertiary ammonium salt due to severe 1, 8-type peri-strain.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA

Projekti:
MZOS-098-0982933-2911 - Kavezasti spojevi: ugradbene jedinice u molekularnim sustavima (Majerski, Kata, MZOS ) ( CroRIS)

Ustanove:
Institut "Ruđer Bošković", Zagreb

Profili:

Avatar Url Đani Škalamera (autor)

Avatar Url Kata Majerski (autor)

Poveznice na cjeloviti tekst rada:

doi www.sciencedirect.com

Citiraj ovu publikaciju:

Škalamera, Ðani; Cao, Liping; Isaacs, Lyle; Glaser, Robert; Mlinarić-Majerski, Kata
Steric hindrance to the syntheses and stabilities of 1,5- and 2,6-naphthalene N-permethylated diammonium salts // Tetrahedron, 72 (2016), 12; 1541-1546 doi:10.1016/j.tet.2016.02.002 (međunarodna recenzija, članak, znanstveni)
Škalamera, Ð., Cao, L., Isaacs, L., Glaser, R. & Mlinarić-Majerski, K. (2016) Steric hindrance to the syntheses and stabilities of 1,5- and 2,6-naphthalene N-permethylated diammonium salts. Tetrahedron, 72 (12), 1541-1546 doi:10.1016/j.tet.2016.02.002.
@article{article, author = {\v{S}kalamera, \DHani and Cao, Liping and Isaacs, Lyle and Glaser, Robert and Mlinari\'{c}-Majerski, Kata}, year = {2016}, pages = {1541-1546}, DOI = {10.1016/j.tet.2016.02.002}, keywords = {naphthalene diamines, quaternary aminium salts, H/D-exchange, stereochemistry, 1, 8-type peri-strain}, journal = {Tetrahedron}, doi = {10.1016/j.tet.2016.02.002}, volume = {72}, number = {12}, issn = {0040-4020}, title = {Steric hindrance to the syntheses and stabilities of 1,5- and 2,6-naphthalene N-permethylated diammonium salts}, keyword = {naphthalene diamines, quaternary aminium salts, H/D-exchange, stereochemistry, 1, 8-type peri-strain} }
@article{article, author = {\v{S}kalamera, \DHani and Cao, Liping and Isaacs, Lyle and Glaser, Robert and Mlinari\'{c}-Majerski, Kata}, year = {2016}, pages = {1541-1546}, DOI = {10.1016/j.tet.2016.02.002}, keywords = {naphthalene diamines, quaternary aminium salts, H/D-exchange, stereochemistry, 1, 8-type peri-strain}, journal = {Tetrahedron}, doi = {10.1016/j.tet.2016.02.002}, volume = {72}, number = {12}, issn = {0040-4020}, title = {Steric hindrance to the syntheses and stabilities of 1,5- and 2,6-naphthalene N-permethylated diammonium salts}, keyword = {naphthalene diamines, quaternary aminium salts, H/D-exchange, stereochemistry, 1, 8-type peri-strain} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE

Citati:

    Altmetrijski pokazatelji:


    Podijeli:





    Contrast
    Increase Font
    Decrease Font
    Dyslexic Font
    CROSBI koristi kolačiće (cookies) kako bi poboljšao funkcionalnost stranice.