Catalogo Articoli (Spogli Riviste)

OPAC HELP

Titolo:
Polysulfonylamines, CXL [1]. N-cycloalkyldimesylamines CnH2n-1N(SO2CH3)(2): Syntheses (n=3-6), solid-state molecular structures (n=4-6), and role of weak hydrogen bonds C-H center dot center dot center dot O in the crystal structures
Autore:
Schaper, W; Lange, I; Henschel, D; Moers, O; Blaschette, A; Jones, PG;
Indirizzi:
Tech Univ Braunschweig, Inst Anorgan & Analyt Chem, D-38023 Braunschweig, Germany Tech Univ Braunschweig Braunschweig Germany D-38023 raunschweig, Germany
Titolo Testata:
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES
fascicolo: 8, volume: 56, anno: 2001,
pagine: 765 - 777
SICI:
0932-0776(200108)56:8<765:PC[NC>2.0.ZU;2-4
Fonte:
ISI
Lingua:
GER
Soggetto:
AMINES; DIMESYLAMINE; CONFORMATION;
Keywords:
N-cycloalkyl Di(methanesulfonyl)amines; carbon-nitrogen bond lengthening; weak hydrogen bonds;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
37
Recensione:
Indirizzi per estratti:
Indirizzo: Blaschette, A Tech Univ Braunschweig, Inst Anorgan & Analyt Chem, Postfach3329, D-38023Braunschweig, Germany Tech Univ Braunschweig Postfach 3329 Braunschweig Germany D-38023
Citazione:
W. Schaper et al., "Polysulfonylamines, CXL [1]. N-cycloalkyldimesylamines CnH2n-1N(SO2CH3)(2): Syntheses (n=3-6), solid-state molecular structures (n=4-6), and role of weak hydrogen bonds C-H center dot center dot center dot O in the crystal structures", Z NATURFO B, 56(8), 2001, pp. 765-777

Abstract

The new disulfonylamines R-N(SO2Me)(2), where R = cyclopropyl (1), cyclobutyl (2), cyclopentyl (3) or cyclohexyl (4), were prepared according to an established one-step procedure (condensation of RNH2 with two equivalents ofMeSO2Cl, NaH as basic auxiliary). Whereas the structure determination for 1 was marred by severe disorder, compounds 2-4 have been characterized by low-temperature X-ray diffraction (2: monoclinic, space group P2(1), Z' = 2,pseudo-P2(1)/c packing; 3: triclinic, P (1) over bar, Z' = 1; 4: orthorhombic, Pbca, Z' = 1). The four independent molecules display puckered carbocycles, whereby the electronegative (MeSO2)(2)N substituent occupies an equatorial position, leading to short intramolecular C-H . . .O contacts (2: angles of ring pucker phi approximate to 30-33 degrees; 3: envelope conformation, phi approximate to 40; 4: chair conformation, phi (1) approximate to phi (2) = 51 degrees). In accordance with known congener structures, the C(sp(3))-N(S)(2) moieties feature trigonal-planar N configurations and unusually long C-N bonds (ranges for 2-4: C-N 148.8-150.8 pm, S-N 166.6-168.9 pm, S-N-S 118.3-119.3). The three crystal packings are governed by a plethora ofweak intermolecular hydrogen bonds C(sp(3))-H . . .O, and a thorough survey of these interactions reveals that the inductively activated methyl groups are distinctly more efficient hydrogen bond donors than the methine and methylene ring groups. In each structure, the principal hydrogen bonds create layer substructures parallel to a unit cell face, which are cross-linked by the remaining C-H . . .O contacts to form three-dimensional networks.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 06/04/20 alle ore 08:21:21