Poly[di-μ-aqua-[μ₆-N-(4-bromophenylsulfonyl)dithiocarbimato]dipotassium] and poly[di-μ-aqua-[μ₄-N-(4-iodophenylsulfonyl)dithiocarbimato]dipotassium]

Abstract

The rigid organic linkers N-(4-bromophenylsulfonyl)dithiocarbimate(2-) and N-(4-iodophenylsulfonyl)dithiocarbimate(2-) crystallize with two potassium cations and two water molecules in their asymmetric units, forming the title coordination polymers, [K(2)(C(7)H(4)BrNO(2)S(3))(H(2)O)(2)](n) and [K(2)(C(7)H(4)INO(2)S(3))(H(2)O)(2)](n). The anions and the water molecules link the potassium cations into broad two-dimensional networks, which are further linked by K···halide interactions.

Tetraphenylphosphonium Allyldithiocarbimates: A Novel Safe Amine Class of Morita–Baylis–Hillman-Derived NBR Vulcanization Accelerators

“…The signals of the dithiocarbimate moiety in the spectra of compounds 4a – d showed approximately the same chemical shifts as those presented by the parental potassium dithiocarbimates. − The main differences were observed in the 13 C NMR spectra regarding the CN and C–S bonds. In the spectra of the allyldithiocarbimates 4a – d , the carbon signals of the N = CS 2 group (δ 199.4–200.2) were up-shifted compared to the spectra of the potassium dithiocarbimates (δ ca .…”

“…1260 and 970 cm –1 , respectively (Table ). − The low value for the CN stretch is due to the highly conjugated N = CS 2 2– system, as represented in Scheme . , The νCN band was shifted to ca . 1340 cm –1 in the spectra of 4a – d , while the ν asym CS 2 band had an opposite shift to 940 cm –1 .…”

“…Four potassium N -R-sulfonyldithiocarbimate dihydrate salts ( 3a – d ), with general formula K 2 (R–SO 2 N = CS 2 )·2H 2 O, where R = 4–FC 6 H 4 ( 3a ), 4–ClC 6 H 4 ( 3b ), 4–BrC 6 H 4 ( 3c ), and 4–CH 3 C 6 H 4 ( 3d ), were prepared from the respective primary sulfonamides in reaction with carbon disulfide and 2 molar equivalents of potassium hydroxide in N , N -dimethylformamide (DMF), as shown in Scheme , following synthetic procedures adapted from ones described in the literature. − These reactions alone show one of the compelling points of this study since the procedure is operationally simple and generates a yellow solid product, which does not need to be further purified by column chromatography, avoiding the additional use of organic solvents. Additionally, the synthesis of derivative 3a required a small amount of DMF due to solubility issues; therefore, the syntheses of 3b – d were adjusted to follow a similar protocol.…”

“…Potassium N -R-sulfonyldithiocarbimate dihydrated salts, with the general formula K 2 (R–SO 2 CS 2 ).2H 2 O, where R = 4–FC 6 H 4 ( 3a ), 4–ClC 6 H 4 ( 3b ), 4–BrC 6 H 4 ( 3c ), and 4–CH 3 C 6 H 4 ( 3d ), were prepared from the sulfonamides as described in the literature (Scheme ). − The Morita–Baylis–Hillman (MBH) adduct 1 was prepared by the reaction of p -nitrobenzaldehyde with acrylonitrile, under the catalytic influence of DABCO (1,4-diazabicyclo[2.2.2]­octane), and was converted into the acetate derivative 2 , using acetic anhydride, as described in the literature (Scheme ). The complete procedures used to synthesize 1 , 2 , and 3a – e are described in the Supporting Information.…”