{"id":7756,"date":"2012-09-21T10:00:12","date_gmt":"2012-09-21T09:00:12","guid":{"rendered":"http:\/\/www.ch.imperial.ac.uk\/rzepa\/blog\/?p=7756"},"modified":"2013-02-14T08:12:19","modified_gmt":"2013-02-14T08:12:19","slug":"the-ten-electron-homologue-of-semibullvalene","status":"publish","type":"post","link":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756","title":{"rendered":"The ten-electron homologue of semibullvalene."},"content":{"rendered":"<div class=\"kcite-section\" kcite-section-id=\"7756\">\n<p>Semibullvalene is a molecule which undergoes a facile [3,3] sigmatropic shift. So facile that it appears this equilibrium can be frozen out at the transition state <a href=\"http:\/\/www.ch.imperial.ac.uk\/rzepa\/blog\/?p=7721\" target=\"_blank\">if suitable substituents are used<\/a>. This is a six-electron process, which leads to one of those homologous questions; what happens with ten electrons?<\/p>\n<p style=\"text-align: center;\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter  wp-image-7757\" title=\"55\" alt=\"\" src=\"http:\/\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2012\/09\/55.svg\" width=\"328\" height=\"306\" \/><\/p>\n<div id=\"attachment_7759\" style=\"width: 360px\" class=\"wp-caption aligncenter\"><img loading=\"lazy\" decoding=\"async\" aria-describedby=\"caption-attachment-7759\" class=\"size-full wp-image-7759\" title=\"55\" onclick=\"jmolInitialize('..\/Jmol\/');jmolSetAppletColor('white');jmolApplet([450,450],'load wp-content\/uploads\/2012\/09\/55.log;frame 35;connect (atomno=5) (atomno=15) PARTIAL;connect (atomno=1) (atomno=11) PARTIAL;measure 5 15;measure 1 11;vectors on;vectors 4;vectors scale 5.0; color vectors blue; vibration 20;animation mode loop;');\" alt=\"\" src=\"http:\/\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2012\/09\/551.gif\" width=\"350\" height=\"341\" \/><p id=\"caption-attachment-7759\" class=\"wp-caption-text\">A 5,5 double M\u00f6bius sigmatropic rearrangement. Click for 3D model.<\/p><\/div>\n<p>The <a href=\"http:\/\/hdl.handle.net\/10042\/20329\" target=\"_blank\">carbocyclic version<\/a> (X=CH) is a true [5,5] sigmatropic, ten electron reaction. This one has a twist however. Two in fact; I have shown it as a double-M\u00f6bius version, with two <em>antarafacial<\/em> components! Inspect the model to verify this for yourself. Such systems also have the potential to be aromatic. As you can see from the IRC pathway shown below, the activation barrier is quite high (but not unfeasible so for a thermally activated reaction). To freeze it out (<em>i.e.<\/em> to remove the barrier entirely) we have some work to do.\u00a0<\/p>\n<p style=\"text-align: center;\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter  wp-image-7765\" title=\"55\" alt=\"\" src=\"http:\/\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2012\/09\/551.svg\" width=\"478\" height=\"355\" \/><\/p>\n<p>Well, I used the same trick as previously; turning to the <a href=\"http:\/\/hdl.handle.net\/10042\/20330\" target=\"_blank\">tetra-aza derivative<\/a> (X=N) and for good measure adding two additional cyano groups. As you can see below, this did reduce the barrier, but it&#8217;s still a long way from becoming zero. Still, [5,5] sigmatropic shifts are not exactly thick on the ground, and double-M\u00f6bius versions rarer still! The substituted one should have a low enough barrier to observe fluxional NMR behaviour at around room temperatures. If no other process takes over of course!<\/p>\n<div id=\"attachment_7766\" style=\"width: 331px\" class=\"wp-caption aligncenter\"><img loading=\"lazy\" decoding=\"async\" aria-describedby=\"caption-attachment-7766\" class=\" wp-image-7766 \" title=\"55-diaza\" onclick=\"jmolInitialize('..\/Jmol\/');jmolSetAppletColor('white');jmolApplet([450,450],'load wp-content\/uploads\/2012\/09\/55-diaza.log;frame 17;connect (atomno=18) (atomno=19) PARTIAL;connect (atomno=20) (atomno=17) PARTIAL;measure 18 19;measure 20 17;vectors on;vectors 4;vectors scale 5.0; color vectors blue; vibration 20;animation mode loop;');\" alt=\"\" src=\"http:\/\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2012\/09\/55-diaza.gif\" width=\"321\" height=\"261\" \/><p id=\"caption-attachment-7766\" class=\"wp-caption-text\">A substituted [5,5] sigmatropic rearrangement. Click for 3D model.<\/p><\/div>\n<p style=\"text-align: center;\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter  wp-image-7767\" title=\"55-diaza\" alt=\"\" src=\"http:\/\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2012\/09\/55-diaza.svg\" width=\"445\" height=\"256\" \/><\/p>\n<p>It is also worth noting that ten-electron aromatic systems are not so stable as six-electron ones (as Clar observed), and so suppressing any six-electron pericyclic reactions becomes the challenge.<\/p>\n<!-- kcite active, but no citations found -->\n<\/div> <!-- kcite-section 7756 -->","protected":false},"excerpt":{"rendered":"<p>Semibullvalene is a molecule which undergoes a facile [3,3] sigmatropic shift. So facile that it appears this equilibrium can be frozen out at the transition state if suitable substituents are used. This is a six-electron process, which leads to one of those homologous questions; what happens with ten electrons? The carbocyclic version (X=CH) is a [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"jetpack_post_was_ever_published":false,"_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,"activitypub_content_warning":"","activitypub_content_visibility":"","activitypub_max_image_attachments":5,"activitypub_interaction_policy_quote":"anyone","activitypub_status":"","footnotes":"","jetpack_publicize_message":"","jetpack_publicize_feature_enabled":true,"jetpack_social_post_already_shared":false,"jetpack_social_options":{"image_generator_settings":{"template":"highway","default_image_id":0,"font":"","enabled":false},"version":2}},"categories":[4],"tags":[214,15,2650,843],"ppma_author":[2661],"class_list":["post-7756","post","type-post","status-publish","format-standard","hentry","category-interesting-chemistry","tag-aromatic-systems","tag-clar","tag-pericyclic","tag-reaction-mechanism"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v27.5 - https:\/\/yoast.com\/product\/yoast-seo-wordpress\/ -->\n<title>The ten-electron homologue of semibullvalene. - Henry Rzepa&#039;s Blog<\/title>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756\" \/>\n<meta property=\"og:locale\" content=\"en_GB\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"The ten-electron homologue of semibullvalene. - Henry Rzepa&#039;s Blog\" \/>\n<meta property=\"og:description\" content=\"Semibullvalene is a molecule which undergoes a facile [3,3] sigmatropic shift. So facile that it appears this equilibrium can be frozen out at the transition state if suitable substituents are used. This is a six-electron process, which leads to one of those homologous questions; what happens with ten electrons? The carbocyclic version (X=CH) is a [&hellip;]\" \/>\n<meta property=\"og:url\" content=\"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756\" \/>\n<meta property=\"og:site_name\" content=\"Henry Rzepa&#039;s Blog\" \/>\n<meta property=\"article:published_time\" content=\"2012-09-21T09:00:12+00:00\" \/>\n<meta property=\"article:modified_time\" content=\"2013-02-14T08:12:19+00:00\" \/>\n<meta property=\"og:image\" content=\"http:\/\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2012\/09\/55.svg\" \/>\n<meta name=\"author\" content=\"Henry Rzepa\" \/>\n<meta name=\"twitter:card\" content=\"summary_large_image\" \/>\n<meta name=\"twitter:label1\" content=\"Written by\" \/>\n\t<meta name=\"twitter:data1\" content=\"Henry Rzepa\" \/>\n\t<meta name=\"twitter:label2\" content=\"Estimated reading time\" \/>\n\t<meta name=\"twitter:data2\" content=\"1 minute\" \/>\n<!-- \/ Yoast SEO plugin. -->","yoast_head_json":{"title":"The ten-electron homologue of semibullvalene. - Henry Rzepa&#039;s Blog","robots":{"index":"index","follow":"follow","max-snippet":"max-snippet:-1","max-image-preview":"max-image-preview:large","max-video-preview":"max-video-preview:-1"},"canonical":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756","og_locale":"en_GB","og_type":"article","og_title":"The ten-electron homologue of semibullvalene. - Henry Rzepa&#039;s Blog","og_description":"Semibullvalene is a molecule which undergoes a facile [3,3] sigmatropic shift. 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The carbocyclic version (X=CH) is a [&hellip;]","og_url":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756","og_site_name":"Henry Rzepa&#039;s Blog","article_published_time":"2012-09-21T09:00:12+00:00","article_modified_time":"2013-02-14T08:12:19+00:00","og_image":[{"url":"http:\/\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2012\/09\/55.svg","type":"","width":"","height":""}],"author":"Henry Rzepa","twitter_card":"summary_large_image","twitter_misc":{"Written by":"Henry Rzepa","Estimated reading time":"1 minute"},"schema":{"@context":"https:\/\/schema.org","@graph":[{"@type":"Article","@id":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756#article","isPartOf":{"@id":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756"},"author":{"name":"Henry Rzepa","@id":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/#\/schema\/person\/2b40f7b9c872a4dc1547e040a11b6281"},"headline":"The ten-electron homologue of semibullvalene.","datePublished":"2012-09-21T09:00:12+00:00","dateModified":"2013-02-14T08:12:19+00:00","mainEntityOfPage":{"@id":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756"},"wordCount":293,"commentCount":1,"image":{"@id":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756#primaryimage"},"thumbnailUrl":"http:\/\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2012\/09\/55.svg","keywords":["aromatic systems","Clar","pericyclic","Reaction Mechanism"],"articleSection":["Interesting chemistry"],"inLanguage":"en-GB","potentialAction":[{"@type":"CommentAction","name":"Comment","target":["https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756#respond"]}]},{"@type":"WebPage","@id":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756","url":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756","name":"The ten-electron homologue of semibullvalene. - Henry Rzepa&#039;s Blog","isPartOf":{"@id":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/#website"},"primaryImageOfPage":{"@id":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756#primaryimage"},"image":{"@id":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756#primaryimage"},"thumbnailUrl":"http:\/\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2012\/09\/55.svg","datePublished":"2012-09-21T09:00:12+00:00","dateModified":"2013-02-14T08:12:19+00:00","author":{"@id":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/#\/schema\/person\/2b40f7b9c872a4dc1547e040a11b6281"},"breadcrumb":{"@id":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756#breadcrumb"},"inLanguage":"en-GB","potentialAction":[{"@type":"ReadAction","target":["https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756"]}]},{"@type":"ImageObject","inLanguage":"en-GB","@id":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756#primaryimage","url":"http:\/\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2012\/09\/55.svg","contentUrl":"http:\/\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2012\/09\/55.svg"},{"@type":"BreadcrumbList","@id":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7756#breadcrumb","itemListElement":[{"@type":"ListItem","position":1,"name":"Home","item":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog"},{"@type":"ListItem","position":2,"name":"The ten-electron homologue of semibullvalene."}]},{"@type":"WebSite","@id":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/#website","url":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/","name":"Henry Rzepa&#039;s Blog","description":"Chemistry with a twist","potentialAction":[{"@type":"SearchAction","target":{"@type":"EntryPoint","urlTemplate":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?s={search_term_string}"},"query-input":{"@type":"PropertyValueSpecification","valueRequired":true,"valueName":"search_term_string"}}],"inLanguage":"en-GB"},{"@type":"Person","@id":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/#\/schema\/person\/2b40f7b9c872a4dc1547e040a11b6281","name":"Henry Rzepa","image":{"@type":"ImageObject","inLanguage":"en-GB","@id":"https:\/\/secure.gravatar.com\/avatar\/897b6740f7f599bca7942cdf7d7914af5988937ae0e3869ab09aebb87f26a731?s=96&d=blank&r=g370be3a7397865e4fd161aefeb0a5a85","url":"https:\/\/secure.gravatar.com\/avatar\/897b6740f7f599bca7942cdf7d7914af5988937ae0e3869ab09aebb87f26a731?s=96&d=blank&r=g","contentUrl":"https:\/\/secure.gravatar.com\/avatar\/897b6740f7f599bca7942cdf7d7914af5988937ae0e3869ab09aebb87f26a731?s=96&d=blank&r=g","caption":"Henry Rzepa"},"description":"Henry Rzepa is Emeritus Professor of Computational Chemistry at Imperial College London.","sameAs":["https:\/\/orcid.org\/0000-0002-8635-8390"],"url":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?author=1"}]}},"jetpack_publicize_connections":[],"jetpack_featured_media_url":"","jetpack_sharing_enabled":true,"jetpack_shortlink":"https:\/\/wp.me\/pDef7-216","jetpack-related-posts":[{"id":7678,"url":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7678","url_meta":{"origin":7756,"position":0},"title":"Frozen Semibullvalene: a holy grail (and a bis-homoaromatic molecule).","author":"Henry Rzepa","date":"September 15, 2012","format":false,"excerpt":"Semibullvalene is an unsettling molecule. Whilst it has a classical structure describable by a combination of Lewis-style two electron and four electron bonds, its NMR behaviour reveals it to be highly fluxional. This means that even at low temperatures, the position of these two-electron bonds rapidly shifts in the equilibrium\u2026","rel":"","context":"In &quot;Interesting chemistry&quot;","block_context":{"text":"Interesting chemistry","link":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?cat=4"},"img":{"alt_text":"","src":"https:\/\/i0.wp.com\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2012\/09\/CAZFUE1.jpg?resize=350%2C200","width":350,"height":200},"classes":[]},{"id":7721,"url":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=7721","url_meta":{"origin":7756,"position":1},"title":"Predicted properties of a candidate for a frozen semibullvalene.","author":"Henry Rzepa","date":"September 17, 2012","format":false,"excerpt":"I am following up on one unfinished thread in my previous post; a candidate was proposed in which the transition state for [3,3] sigmatropic rearrangement in a semibullvalene might be frozen out to become instead a stable minimum. The hypothesis was that such a species would be aromatic, a bis-homoaromatic\u2026","rel":"","context":"In &quot;Interesting chemistry&quot;","block_context":{"text":"Interesting chemistry","link":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?cat=4"},"img":{"alt_text":"","src":"https:\/\/i0.wp.com\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2012\/09\/dicyano-diaza-aim.jpg?resize=350%2C200","width":350,"height":200},"classes":[]},{"id":6977,"url":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=6977","url_meta":{"origin":7756,"position":2},"title":"The direct approach is not always the best: ethene + dichlorocarbene","author":"Henry Rzepa","date":"June 12, 2012","format":false,"excerpt":"The reaction between a carbene and an alkene to form a cyclopropane is about as simple a reaction as one can get. But I discussed before how simple little molecules (cyclopropenyl anion) can hold surprises. So consider this reaction: The reaction is a 4-electron pericyclic process, and so is subject\u2026","rel":"","context":"In \"limbo dancer\"","block_context":{"text":"limbo dancer","link":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?tag=limbo-dancer"},"img":{"alt_text":"","src":"https:\/\/i0.wp.com\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2012\/06\/dcc.jpg?resize=350%2C200","width":350,"height":200},"classes":[]},{"id":25550,"url":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=25550","url_meta":{"origin":7756,"position":3},"title":"What is the largest angle possible at 4-coordinate carbon &#8211; 180\u00b0?","author":"Henry Rzepa","date":"September 11, 2022","format":false,"excerpt":"Four-coordinate carbon normally adopts a tetrahedral shape, where the four angles at the carbon are all 109.47\u00b0. But how large can that angle get, and can it even get to be 180\u00b0? A search of the CSD (crystal structure database) reveals a spiropentane as having the largest such angle, VAJHAP\u2026","rel":"","context":"In \"Interesting chemistry\"","block_context":{"text":"Interesting chemistry","link":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?tag=interesting-chemistry"},"img":{"alt_text":"","src":"https:\/\/i0.wp.com\/www.ch.ic.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2022\/09\/VAJHAP-mo20-1024x758.jpg?resize=350%2C200&ssl=1","width":350,"height":200},"classes":[]},{"id":24067,"url":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=24067","url_meta":{"origin":7756,"position":4},"title":"Dimerisation of cyclopropenylidene: what are the correct &#8220;curly arrows&#8221; for this process?","author":"Henry Rzepa","date":"July 21, 2021","format":false,"excerpt":"In another post, a discussion arose about whether it might be possible to trap\u00a0cyclopropenylidene to form a small molecule with a large dipole moment. Doing so assumes that cyclopropenylidene has a sufficiently long lifetime to so react, before it does so with itself to e.g. dimerise. That dimerisation has an\u2026","rel":"","context":"In &quot;Curly arrows&quot;","block_context":{"text":"Curly arrows","link":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?cat=2327"},"img":{"alt_text":"","src":"","width":0,"height":0},"classes":[]},{"id":8048,"url":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?p=8048","url_meta":{"origin":7756,"position":5},"title":"Trimethylenemethane Ruthenium benzene","author":"Henry Rzepa","date":"October 17, 2012","format":false,"excerpt":"Every once in a while, one encounters a molecule which instantly makes an interesting point. Thus Ruthenium is ten electrons short of completing an 18-electron shell, and it can form a complex with benzene on one face and a ligand known as trimethylenemethane on the other. This four-carbon molecule has\u2026","rel":"","context":"In &quot;Interesting chemistry&quot;","block_context":{"text":"Interesting chemistry","link":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/?cat=4"},"img":{"alt_text":"","src":"https:\/\/i0.wp.com\/www.ch.imperial.ac.uk\/rzepa\/blog\/wp-content\/uploads\/2012\/10\/JODLIX.jpg?resize=350%2C200","width":350,"height":200},"classes":[]}],"jetpack_likes_enabled":false,"authors":[{"term_id":2661,"user_id":1,"is_guest":0,"slug":"admin","display_name":"Henry Rzepa","avatar_url":"https:\/\/secure.gravatar.com\/avatar\/897b6740f7f599bca7942cdf7d7914af5988937ae0e3869ab09aebb87f26a731?s=96&d=blank&r=g","0":null,"1":"","2":"","3":"","4":"","5":"","6":"","7":"","8":""}],"_links":{"self":[{"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=\/wp\/v2\/posts\/7756","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=%2Fwp%2Fv2%2Fcomments&post=7756"}],"version-history":[{"count":14,"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=\/wp\/v2\/posts\/7756\/revisions"}],"predecessor-version":[{"id":9554,"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=\/wp\/v2\/posts\/7756\/revisions\/9554"}],"wp:attachment":[{"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=%2Fwp%2Fv2%2Fmedia&parent=7756"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=%2Fwp%2Fv2%2Fcategories&post=7756"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=%2Fwp%2Fv2%2Ftags&post=7756"},{"taxonomy":"author","embeddable":true,"href":"https:\/\/www.ch.ic.ac.uk\/rzepa\/blog\/index.php?rest_route=%2Fwp%2Fv2%2Fppma_author&post=7756"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}