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cyanostar wikipedia jump to content main menu main menu move to sidebar hide navigation main page contents current events random article about wikipedia contact us contribute help learn to edit community portal recent changes upload file special pages search search appearance donate create account log in personal tools donate create account log in contents move to sidebar hide top 1 synthesis 2 anion binding 3 rotaxanes 4 references toggle the table of contents cyanostar add languages add links article talk english read edit view history tools tools move to sidebar hide actions read edit view history general what links here related changes upload file permanent link page information cite this page get shortened url switch to legacy parser print export download as pdf printable version in other projects wikidata item appearance move to sidebar hide from wikipedia the free encyclopedia macrocylcic molecule a cyanostar pentacyanopentabenzo 25 annulene is a shape persistent macrocycle that binds anions 1 2 cyanostar as the central unit of a dendrimer synthesis edit the cyanostar structure is synthesized in a one pot process among five equivalents of a benzaldehyde bearing a meta cyanomethyl substituent a series of knoevenagel condensation reactions catalyzed by various bases stitches them together to make the c5 symmetric structure 3 the ring shaped core is made by 5 cyanostilbene units a cyanostilbene is a combination of a cyano group and a stilbene anion binding edit cyanostar binds anions through hydrogen bonding from the c h bonds as the hydrogen has a positive electrostatic potential 3 it is the first binder to make use of cyanostilbene s electropositive ch groups the ch bonds create an electropositive region in the center of the macrocycle creating a binding pocket cyanostar strongly binds anions that usually can only be bound weakly the increased binding arises from the formation of a 2 1 complex with two cyanostars sandwiching the anion on each side 3 an extended version of this structural pattern is a 4 3 alternating stack of cyanostar molecules complexing a hydrogen bonded chain of dihydrogen phosphate units 4 rotaxanes edit two cyanostars can be threaded onto a phosphate diester structure forming a rotaxane because they have a high affinity for the central phosphate group only when it is in its anionic form there is a substantial and reversible structural change in response to acid base changes in solution 5 references edit liu yun singharoy abhishek mayne christopher g sengupta arkajyoti raghavachari krishnan schulten klaus flood amar h 2016 flexibility coexists with shape persistence in cyanostar macrocycles j am chem soc 138 14 4843 4851 doi 10 1021 jacs 6b00712 pmc 4957974 pmid 27014837 zahran em fatila em chen ch flood ah bachas lg 2018 cyanostar c h hydrogen bonding neutral carrier scaffold for anion selective sensors anal chem 90 3 1925 1933 doi 10 1021 acs analchem 7b04008 pmid 29356501 1 2 3 lee semin chen chun hsing flood amar h 2013 a pentagonal cyanostar macrocycle with cyanostilbene ch donors binds anions and forms dialkylphosphate 3 rotaxanes nature chemistry 5 8 704 710 bibcode 2013natch 5 704l doi 10 1038 nchem 1668 pmid 23881503 fatila elisabeth m pink maren twum eric b kartya jonathan a flood amar h 2018 phosphate phosphate oligomerization drives higher order co assemblies with stacks of cyanostar macrocycles chem sci 9 11 2863 2872 doi 10 1039 c7sc05290a pmc 5941797 pmid 29780454 qiao bo liu yun lee semin pink maren flood amar h 2016 high yield synthesis and acid base response of phosphate templated 3 rotaxanes chem commun 52 94 13675 13678 doi 10 1039 c6cc08113d pmid 27812564 s2cid 37747341 retrieved from https en wikipedia org w index php title cyanostar oldid 1360016713 category macrocycles hidden categories articles with short description short description is different from wikidata this page was last edited on 18 june 2026 at 18 34 utc page was rendered with parsoid text is available under the creative commons attribution sharealike 4 0 license additional terms may apply by using this site you agree to the terms of use and privacy policy wikipedia is a registered trademark of the wikimedia foundation inc a non profit organization privacy policy about wikipedia disclaimers contact wikipedia legal safety contacts code of conduct developers statistics cookie statement mobile view search search toggle the table of contents cyanostar add languages add topic
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