{"id":1295,"date":"2020-04-24T18:11:02","date_gmt":"2020-04-24T22:11:02","guid":{"rendered":"https:\/\/sites.miamioh.edu\/undergraduate-research-forum\/?p=1295"},"modified":"2020-04-26T13:33:19","modified_gmt":"2020-04-26T17:33:19","slug":"controlling-the-twist-sense-of-ortho-phenylene-foldamers","status":"publish","type":"post","link":"https:\/\/sites.miamioh.edu\/undergraduate-research-forum\/controlling-the-twist-sense-of-ortho-phenylene-foldamers\/","title":{"rendered":"B26: Controlling the Twist Sense of ortho-Phenylene Foldamers"},"content":{"rendered":"<p>In nature, oligomers and polymers fold to generate intricate three-dimensional structures, yielding macromolecules with diverse functions including transport, catalysis, signal-recognition, and charge- and energy-transfer. Over the years, a wide variety of abiotic foldamers have been developed, ranging from non-natural peptides to aromatics. The ortho-phenylenes represent a recent addition to the family of aromatic foldamers. Systematic studies have shown that ortho-phenylenes can reliably fold into helices in solution and the solid state in spite of their structural simplicity. Further, the conformational interconversion that occurs within ortho-phenylenes is slow enough to be observed on an NMR time scale around room temperature. Previous work has shown that a preferred twist sense for folded o-phenylenes can be induced by adding chiral substituents attached to their termini, and that this could be switchable if the orientation of the substituent could be controlled. Here, we discuss the synthesis and conformational switching of pyridine-terminated chiral o-phenylenes.<\/p>\n<p><strong>Author:<\/strong> William P. Carson<\/p>\n<p><strong>Faculty and Graduate Student Advisors:<\/strong> Govinda P. Devkota, C. Scott Hartley,\u00a0Department of Chemistry and Biochemistry<\/p>\n<p><a href=\"https:\/\/i0.wp.com\/sites.miamioh.edu\/undergraduate-research-forum\/files\/2020\/04\/B26Slide1.png?ssl=1\" rel=\"attachment wp-att-1296\"><img data-recalc-dims=\"1\" loading=\"lazy\" decoding=\"async\" data-attachment-id=\"1296\" data-permalink=\"https:\/\/sites.miamioh.edu\/undergraduate-research-forum\/controlling-the-twist-sense-of-ortho-phenylene-foldamers\/b26slide1\/\" data-orig-file=\"https:\/\/i0.wp.com\/sites.miamioh.edu\/undergraduate-research-forum\/files\/2020\/04\/B26Slide1.png?fit=4032%2C4032&amp;ssl=1\" data-orig-size=\"4032,4032\" data-comments-opened=\"0\" data-image-meta=\"{&quot;aperture&quot;:&quot;0&quot;,&quot;credit&quot;:&quot;&quot;,&quot;camera&quot;:&quot;&quot;,&quot;caption&quot;:&quot;&quot;,&quot;created_timestamp&quot;:&quot;0&quot;,&quot;copyright&quot;:&quot;&quot;,&quot;focal_length&quot;:&quot;0&quot;,&quot;iso&quot;:&quot;0&quot;,&quot;shutter_speed&quot;:&quot;0&quot;,&quot;title&quot;:&quot;&quot;,&quot;orientation&quot;:&quot;0&quot;}\" data-image-title=\"B26Slide1\" data-image-description=\"\" data-image-caption=\"\" data-large-file=\"https:\/\/i0.wp.com\/sites.miamioh.edu\/undergraduate-research-forum\/files\/2020\/04\/B26Slide1.png?fit=770%2C770&amp;ssl=1\" class=\"alignnone size-full wp-image-1296\" title=\"b26slide1-png\" src=\"https:\/\/i0.wp.com\/sites.miamioh.edu\/undergraduate-research-forum\/files\/2020\/04\/B26Slide1.png?resize=770%2C770&#038;ssl=1\" alt=\"\" width=\"770\" height=\"770\" srcset=\"https:\/\/i0.wp.com\/sites.miamioh.edu\/undergraduate-research-forum\/files\/2020\/04\/B26Slide1.png?w=4032&amp;ssl=1 4032w, https:\/\/i0.wp.com\/sites.miamioh.edu\/undergraduate-research-forum\/files\/2020\/04\/B26Slide1.png?resize=150%2C150&amp;ssl=1 150w, https:\/\/i0.wp.com\/sites.miamioh.edu\/undergraduate-research-forum\/files\/2020\/04\/B26Slide1.png?resize=300%2C300&amp;ssl=1 300w, https:\/\/i0.wp.com\/sites.miamioh.edu\/undergraduate-research-forum\/files\/2020\/04\/B26Slide1.png?resize=768%2C768&amp;ssl=1 768w, https:\/\/i0.wp.com\/sites.miamioh.edu\/undergraduate-research-forum\/files\/2020\/04\/B26Slide1.png?resize=1024%2C1024&amp;ssl=1 1024w, https:\/\/i0.wp.com\/sites.miamioh.edu\/undergraduate-research-forum\/files\/2020\/04\/B26Slide1.png?resize=600%2C600&amp;ssl=1 600w, https:\/\/i0.wp.com\/sites.miamioh.edu\/undergraduate-research-forum\/files\/2020\/04\/B26Slide1.png?w=1540&amp;ssl=1 1540w, https:\/\/i0.wp.com\/sites.miamioh.edu\/undergraduate-research-forum\/files\/2020\/04\/B26Slide1.png?w=2310&amp;ssl=1 2310w\" sizes=\"auto, (max-width: 770px) 100vw, 770px\" \/><\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>In nature, oligomers and polymers fold to generate intricate three-dimensional structures, yielding macromolecules with diverse functions including transport, catalysis, signal-recognition, and charge- and energy-transfer. Over the years, a wide variety of abiotic foldamers have been developed, ranging from non-natural peptides to aromatics. The ortho-phenylenes represent a recent addition to the family of aromatic foldamers. Systematic [&hellip;]<\/p>\n","protected":false},"author":2899,"featured_media":0,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"_bbp_topic_count":0,"_bbp_reply_count":0,"_bbp_total_topic_count":0,"_bbp_total_reply_count":0,"_bbp_voice_count":0,"_bbp_anonymous_reply_count":0,"_bbp_topic_count_hidden":0,"_bbp_reply_count_hidden":0,"_bbp_forum_subforum_count":0,"_jetpack_newsletter_access":"","_jetpack_dont_email_post_to_subs":false,"_jetpack_newsletter_tier_id":0,"_jetpack_memberships_contains_paywalled_content":false,"_jetpack_memberships_contains_paid_content":false,"footnotes":"","jetpack_publicize_message":"","jetpack_publicize_feature_enabled":true,"jetpack_social_post_already_shared":true,"jetpack_social_options":{"image_generator_settings":{"template":"highway","default_image_id":0,"font":"","enabled":false},"version":2},"jetpack_post_was_ever_published":false},"categories":[10,27],"tags":[291,89],"class_list":["post-1295","post","type-post","status-publish","format-standard","hentry","category-2020-posters","category-chemistry-biochemistry","tag-physical-organic","tag-stem"],"aioseo_notices":[],"jetpack_publicize_connections":[],"jetpack_featured_media_url":"","jetpack_sharing_enabled":true,"jetpack_shortlink":"https:\/\/wp.me\/pbRpLx-kT","jetpack_likes_enabled":true,"_links":{"self":[{"href":"https:\/\/sites.miamioh.edu\/undergraduate-research-forum\/wp-json\/wp\/v2\/posts\/1295","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/sites.miamioh.edu\/undergraduate-research-forum\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/sites.miamioh.edu\/undergraduate-research-forum\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/sites.miamioh.edu\/undergraduate-research-forum\/wp-json\/wp\/v2\/users\/2899"}],"replies":[{"embeddable":true,"href":"https:\/\/sites.miamioh.edu\/undergraduate-research-forum\/wp-json\/wp\/v2\/comments?post=1295"}],"version-history":[{"count":0,"href":"https:\/\/sites.miamioh.edu\/undergraduate-research-forum\/wp-json\/wp\/v2\/posts\/1295\/revisions"}],"wp:attachment":[{"href":"https:\/\/sites.miamioh.edu\/undergraduate-research-forum\/wp-json\/wp\/v2\/media?parent=1295"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/sites.miamioh.edu\/undergraduate-research-forum\/wp-json\/wp\/v2\/categories?post=1295"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/sites.miamioh.edu\/undergraduate-research-forum\/wp-json\/wp\/v2\/tags?post=1295"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}