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• W2133924660 endingPage "8649" @default.
• W2133924660 startingPage "8642" @default.
• W2133924660 abstract "Abstract The amide bond is a versatile functional group and its directional hydrogen‐bonding capabilities are widely applied in, for example, supramolecular chemistry. The potential of the thioamide bond, in contrast, is virtually unexplored as a structuring moiety in hydrogen‐bonding‐based self‐assembling systems. We report herein the synthesis and characterisation of a new self‐assembling motif comprising thioamides to induce directional hydrogen bonding. N , N′ , N′′‐ Trialkylbenzene‐1,3,5‐tris(carbothioamide)s (thioBTAs) with either achiral or chiral side‐chains have been readily obtained by treating their amide‐based precursors with P 2 S 5 . The thioBTAs showed thermotropic liquid crystalline behaviour and a columnar mesophase was assigned. IR spectroscopy revealed that strong, three‐fold, intermolecular hydrogen‐bonding interactions stabilise the columnar structures. In apolar alkane solutions, thioBTAs self‐assemble into one‐dimensional, helical supramolecular polymers stabilised by three‐fold hydrogen bonding. Concentration‐ and temperature‐dependent self‐assembly studies performed by using a combination of UV and CD spectroscopy demonstrated a cooperative supramolecular polymerisation mechanism and a strong amplification of supramolecular chirality. The high dipole moment of the thioamide bond in combination with the anisotropic shape of the resulting cylindrical aggregate gives rise to sufficiently strong depolarised light scattering to enable depolarised dynamic light scattering (DDLS) experiments in dilute alkane solution. The rotational and translational diffusion coefficients, D trans and D rot , were obtained from the DDLS measurements, and the average length, L , and diameter, d , of the thioBTA aggregates were derived ( L =490 nm and d =3.6 nm). These measured values are in good agreement with the value L w =755 nm obtained from fitting the temperature‐dependent CD data by using a recently developed equilibrium model. This experimental verification validates our common practice for determining the length of BTA‐based supramolecular polymers from model fits to experimental CD data. The ability of thioamides to induce cooperative supramolecular polymerisation makes them effective and broadly applicable in supramolecular chemistry." @default.
• W2133924660 created "2016-06-24" @default.
• W2133924660 creator A5005411344 @default.
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• W2133924660 creator A5078908055 @default.
• W2133924660 creator A5089876884 @default.
• W2133924660 date "2013-05-06" @default.
• W2133924660 modified "2023-10-18" @default.
• W2133924660 title "Thioamides: Versatile Bonds To Induce Directional and Cooperative Hydrogen Bonding in Supramolecular Polymers" @default.
• W2133924660 cites W166129480 @default.
• W2133924660 cites W1921149493 @default.
• W2133924660 cites W1963531331 @default.
• W2133924660 cites W1964623190 @default.
• W2133924660 cites W1966204606 @default.
• W2133924660 cites W1966468286 @default.
• W2133924660 cites W1967101547 @default.
• W2133924660 cites W1967181174 @default.
• W2133924660 cites W1969598950 @default.
• W2133924660 cites W1969733268 @default.
• W2133924660 cites W1970498303 @default.
• W2133924660 cites W1971251199 @default.
• W2133924660 cites W1972159624 @default.
• W2133924660 cites W1972170942 @default.
• W2133924660 cites W1974435321 @default.
• W2133924660 cites W1982392245 @default.
• W2133924660 cites W1982856790 @default.
• W2133924660 cites W1985069555 @default.
• W2133924660 cites W1985486427 @default.
• W2133924660 cites W1986984021 @default.
• W2133924660 cites W1989645474 @default.
• W2133924660 cites W1992184468 @default.
• W2133924660 cites W1993584068 @default.
• W2133924660 cites W1994023726 @default.
• W2133924660 cites W1995089122 @default.
• W2133924660 cites W2000846699 @default.
• W2133924660 cites W2003063718 @default.
• W2133924660 cites W2013865111 @default.
• W2133924660 cites W2015760510 @default.
• W2133924660 cites W2017089030 @default.
• W2133924660 cites W2029398080 @default.
• W2133924660 cites W2030401406 @default.
• W2133924660 cites W2033584542 @default.
• W2133924660 cites W2033680332 @default.
• W2133924660 cites W2033761278 @default.
• W2133924660 cites W2035220312 @default.
• W2133924660 cites W2041163760 @default.
• W2133924660 cites W2041639573 @default.
• W2133924660 cites W2042605119 @default.
• W2133924660 cites W2047132085 @default.
• W2133924660 cites W2050042127 @default.
• W2133924660 cites W2050598651 @default.
• W2133924660 cites W2051512259 @default.
• W2133924660 cites W2058259501 @default.
• W2133924660 cites W2062887825 @default.
• W2133924660 cites W2064808139 @default.
• W2133924660 cites W2065536499 @default.
• W2133924660 cites W2065618769 @default.
• W2133924660 cites W2069713472 @default.
• W2133924660 cites W2069768729 @default.
• W2133924660 cites W2070604523 @default.
• W2133924660 cites W2071982360 @default.
• W2133924660 cites W2072502724 @default.
• W2133924660 cites W2076025950 @default.
• W2133924660 cites W2077908113 @default.
• W2133924660 cites W2079937579 @default.
• W2133924660 cites W2085739501 @default.
• W2133924660 cites W2087599004 @default.
• W2133924660 cites W2099507415 @default.
• W2133924660 cites W2100170149 @default.
• W2133924660 cites W2100849404 @default.
• W2133924660 cites W2101587880 @default.
• W2133924660 cites W2110628207 @default.
• W2133924660 cites W2113438276 @default.
• W2133924660 cites W2119059562 @default.
• W2133924660 cites W2120597250 @default.
• W2133924660 cites W2121778556 @default.
• W2133924660 cites W2122407536 @default.
• W2133924660 cites W2125867738 @default.
• W2133924660 cites W2129417901 @default.
• W2133924660 cites W2131217697 @default.
• W2133924660 cites W2132828096 @default.
• W2133924660 cites W2133301333 @default.
• W2133924660 cites W2134440309 @default.
• W2133924660 cites W2134830236 @default.
• W2133924660 cites W2137634790 @default.
• W2133924660 cites W2141617805 @default.
• W2133924660 cites W2147367474 @default.
• W2133924660 cites W2149540006 @default.
• W2133924660 cites W2150077690 @default.
• W2133924660 cites W2156880177 @default.
• W2133924660 cites W2332526049 @default.
• W2133924660 cites W2335517800 @default.
• W2133924660 cites W4231410446 @default.

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