دورية أكاديمية

Pillar[3]trianglamines: deeper cavity triangular macrocycles for selective hexene isomer separation.

التفاصيل البيبلوغرافية
العنوان: Pillar[3]trianglamines: deeper cavity triangular macrocycles for selective hexene isomer separation.
المؤلفون: Ding Y; Smart Hybrid Materials (SHMs) Laboratory, Advanced Membranes and Porous Materials Center, King Abdullah University of Science and Technology (KAUST) Thuwal 23955-6900 Kingdom of Saudi Arabia niveen.khashab@kaust.edu.sa., Alimi LO; Smart Hybrid Materials (SHMs) Laboratory, Advanced Membranes and Porous Materials Center, King Abdullah University of Science and Technology (KAUST) Thuwal 23955-6900 Kingdom of Saudi Arabia niveen.khashab@kaust.edu.sa., Du J; Key Laboratory of Polyoxometalate and Reticular Material Chemistry of Ministry of Education, Faculty of Chemistry, Northeast Normal University Changchun 130024 China., Hua B; Smart Hybrid Materials (SHMs) Laboratory, Advanced Membranes and Porous Materials Center, King Abdullah University of Science and Technology (KAUST) Thuwal 23955-6900 Kingdom of Saudi Arabia niveen.khashab@kaust.edu.sa., Dey A; Smart Hybrid Materials (SHMs) Laboratory, Advanced Membranes and Porous Materials Center, King Abdullah University of Science and Technology (KAUST) Thuwal 23955-6900 Kingdom of Saudi Arabia niveen.khashab@kaust.edu.sa., Yu P; Smart Hybrid Materials (SHMs) Laboratory, Advanced Membranes and Porous Materials Center, King Abdullah University of Science and Technology (KAUST) Thuwal 23955-6900 Kingdom of Saudi Arabia niveen.khashab@kaust.edu.sa., Khashab NM; Smart Hybrid Materials (SHMs) Laboratory, Advanced Membranes and Porous Materials Center, King Abdullah University of Science and Technology (KAUST) Thuwal 23955-6900 Kingdom of Saudi Arabia niveen.khashab@kaust.edu.sa.
المصدر: Chemical science [Chem Sci] 2022 Mar 02; Vol. 13 (11), pp. 3244-3248. Date of Electronic Publication: 2022 Mar 02 (Print Publication: 2022).
نوع المنشور: Journal Article
اللغة: English
بيانات الدورية: Publisher: Royal Society of Chemistry Country of Publication: England NLM ID: 101545951 Publication Model: eCollection Cited Medium: Print ISSN: 2041-6520 (Print) Linking ISSN: 20416520 NLM ISO Abbreviation: Chem Sci Subsets: PubMed not MEDLINE
أسماء مطبوعة: Original Publication: Cambridge, UK : Royal Society of Chemistry, [2010]-
مستخلص: The separation of α-olefins and their corresponding isomers continues to be a big challenge for the chemical industry due to their overlapping physical properties and low relative volatility. Herein, pillar[3]trianglamine (P-TA) macrocycles were synthesized for the molecular-sieving-like separation of 1-hexene (1-He) selectively over its positional isomer trans -3-hexene (trans-3-He) in the vapor and liquid state. This allyl-functionalized macrocycle features a deeper cavity compared to the previously reported trianglamine host molecules. Solid-vapor sorption experiments verified the successful separation of 1-He from an equimolar mixture of 1-He and trans-3-He. Single-crystal structures and powder X-ray diffraction patterns suggest that this selective adsorption arises from the formation of a thermodynamically stable host-guest complex between 1-He and P-TA. A reversible transformation between the nonporous guest-free structure and the guest-containing structure shows that 1-He separation can be carried out over multiple cycles without any loss of performance. Significantly, P-TA can separate 1-He directly from a liquid isomeric mixture and thus P-TA modified silica sieves (SBA-15) showed the ability to selectively separate 1-He when utilized as a stationary phase in column chromatography. This capitalizes on the prospects of employing macrocyclic hosts as molecular recognition units in real-life separations for sustainable and energy-efficient industrial practices.
Competing Interests: There are no conflicts to declare.
(This journal is © The Royal Society of Chemistry.)
References: Acc Chem Res. 2018 Oct 16;51(10):2411-2422. (PMID: 30203648)
Chem Rev. 2011 Mar 9;111(3):2321-41. (PMID: 20873753)
Angew Chem Int Ed Engl. 2020 Nov 23;59(48):21367-21371. (PMID: 32876969)
J Am Chem Soc. 2017 Apr 26;139(16):5664-5667. (PMID: 28414220)
ACS Appl Mater Interfaces. 2020 Dec 16;12(50):56385-56392. (PMID: 33270416)
Angew Chem Int Ed Engl. 2020 Nov 2;59(45):19945-19950. (PMID: 32696557)
Science. 2013 May 24;340(6135):960-4. (PMID: 23704568)
J Am Chem Soc. 2021 Mar 24;143(11):4090-4094. (PMID: 33691071)
J Am Chem Soc. 2019 Jun 5;141(22):8996-9003. (PMID: 31091407)
Acc Chem Res. 2018 Sep 18;51(9):2064-2072. (PMID: 30011181)
J Am Chem Soc. 2020 Mar 18;142(11):5396-5407. (PMID: 32091218)
J Am Chem Soc. 2005 Feb 2;127(4):1265-77. (PMID: 15669866)
J Am Chem Soc. 2019 Aug 7;141(31):12280-12287. (PMID: 31314522)
J Am Chem Soc. 2018 Jun 6;140(22):6921-6930. (PMID: 29754488)
J Am Chem Soc. 2020 Apr 15;142(15):6957-6961. (PMID: 32212726)
Angew Chem Int Ed Engl. 2021 Aug 23;60(35):18930-18949. (PMID: 33784433)
J Am Chem Soc. 2014 Jan 29;136(4):1226-9. (PMID: 24422470)
Angew Chem Int Ed Engl. 2019 Jul 22;58(30):10281-10284. (PMID: 31112359)
Angew Chem Int Ed Engl. 2021 Jan 25;60(4):1690-1701. (PMID: 32634274)
J Am Chem Soc. 2017 Mar 1;139(8):2908-2911. (PMID: 28182420)
J Am Chem Soc. 2018 Nov 14;140(45):15309-15318. (PMID: 30352506)
J Am Chem Soc. 2010 Feb 24;132(7):2284-92. (PMID: 20121122)
Angew Chem Int Ed Engl. 2018 Jul 26;57(31):9853-9858. (PMID: 29883017)
Science. 2016 Jul 8;353(6295):137-40. (PMID: 27387945)
Angew Chem Int Ed Engl. 2015 Aug 17;54(34):9849-52. (PMID: 26136350)
ACS Appl Mater Interfaces. 2020 Feb 26;12(8):9609-9616. (PMID: 32009387)
J Am Chem Soc. 2018 Mar 7;140(9):3190-3193. (PMID: 29432675)
Angew Chem Int Ed Engl. 2020 Feb 3;59(6):2251-2255. (PMID: 31765068)
Chem Sci. 2021 Aug 16;12(37):12286-12291. (PMID: 34603658)
J Am Chem Soc. 2017 Nov 1;139(43):15320-15323. (PMID: 29035524)
Angew Chem Int Ed Engl. 2020 Mar 2;59(10):3994-3999. (PMID: 31763754)
Nat Mater. 2018 Dec;17(12):1128-1133. (PMID: 30397312)
Chem Soc Rev. 2009 May;38(5):1477-504. (PMID: 19384449)
Angew Chem Int Ed Engl. 2017 Dec 18;56(51):16282-16287. (PMID: 28980379)
J Am Chem Soc. 2019 Jul 31;141(30):11847-11851. (PMID: 31299149)
Chem Soc Rev. 2014 Aug 21;43(16):5766-88. (PMID: 24647892)
Acc Chem Res. 2019 Jul 16;52(7):1968-1978. (PMID: 30883088)
Chem Sci. 2021 Feb 25;12(14):5315-5318. (PMID: 34163764)
J Am Chem Soc. 2020 Feb 5;142(5):2228-2232. (PMID: 31968930)
تواريخ الأحداث: Date Created: 20220413 Latest Revision: 20220414
رمز التحديث: 20240628
مُعرف محوري في PubMed: PMC8926253
DOI: 10.1039/d2sc00207h
PMID: 35414884
قاعدة البيانات: MEDLINE
الوصف
تدمد:2041-6520
DOI:10.1039/d2sc00207h