Loading…
Convenient Route to Monocarba-closo-dodecaborate Anions
Monocarba-closo-dodecaborate anion [HCB11H11]− (1) and its derivatives are superb anionic species with remarkably high chemical stability and low nucleophilicity. Here we report a convenient two-step synthesis of 1, starting from nido-decaborane(14) (2) through the formation of arachno-[CB9H14]− (3...
Saved in:
Published in: | Organometallics 2016-06, Vol.35 (11), p.2022-2025 |
---|---|
Main Authors: | , , |
Format: | Article |
Language: | English |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
cited_by | cdi_FETCH-LOGICAL-a339t-76c0f0677959fd561528e03196332956ea1659060f1da8eedc23c6bd6696b0023 |
---|---|
cites | cdi_FETCH-LOGICAL-a339t-76c0f0677959fd561528e03196332956ea1659060f1da8eedc23c6bd6696b0023 |
container_end_page | 2025 |
container_issue | 11 |
container_start_page | 2022 |
container_title | Organometallics |
container_volume | 35 |
creator | Tanaka, Naoki Shoji, Yoshiaki Fukushima, Takanori |
description | Monocarba-closo-dodecaborate anion [HCB11H11]− (1) and its derivatives are superb anionic species with remarkably high chemical stability and low nucleophilicity. Here we report a convenient two-step synthesis of 1, starting from nido-decaborane(14) (2) through the formation of arachno-[CB9H14]− (3). In this protocol, the use of Me3NH+ as a countercation of 1 and 3 enables facile cation exchange, thus greatly enhancing access to the carbaborate anions. We also demonstrate an efficient perchlorination reaction of 1 into [HCB11Cl11]− (4). The detailed synthetic protocols as well as the full analytical data presented herein should provide a general and reliable recipe for the synthesis of these anionic species. |
doi_str_mv | 10.1021/acs.organomet.6b00309 |
format | article |
fullrecord | <record><control><sourceid>acs_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1021_acs_organomet_6b00309</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>a159852147</sourcerecordid><originalsourceid>FETCH-LOGICAL-a339t-76c0f0677959fd561528e03196332956ea1659060f1da8eedc23c6bd6696b0023</originalsourceid><addsrcrecordid>eNqFj91KxDAQhYMoWFcfQegLpE4SO9lcLsWfhRVB9DqkaSpddjOSdAXf3pZdvPVqLg7fmfMxdiugEiDFnfO5ovTpIu3DWGELoMCcsULUEjjCvThnBUiNXCulLtlVzlsAQK1kwXRD8TvEIcSxfKPDGMqRyheK5F1qHfc7ysQ76oJ3LSU35as4UMzX7KJ3uxxuTnfBPh4f3ptnvnl9WjerDXdKmZFr9NBPr7SpTd_VOE1aBlDCoFLS1BicwNoAQi86twyh81J5bDtEM3tItWD1sdcnyjmF3n6lYe_SjxVgZ3s72ds_e3uynzhx5OZ4S4cUp5X_ML_Yw2HC</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Convenient Route to Monocarba-closo-dodecaborate Anions</title><source>American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)</source><creator>Tanaka, Naoki ; Shoji, Yoshiaki ; Fukushima, Takanori</creator><creatorcontrib>Tanaka, Naoki ; Shoji, Yoshiaki ; Fukushima, Takanori</creatorcontrib><description>Monocarba-closo-dodecaborate anion [HCB11H11]− (1) and its derivatives are superb anionic species with remarkably high chemical stability and low nucleophilicity. Here we report a convenient two-step synthesis of 1, starting from nido-decaborane(14) (2) through the formation of arachno-[CB9H14]− (3). In this protocol, the use of Me3NH+ as a countercation of 1 and 3 enables facile cation exchange, thus greatly enhancing access to the carbaborate anions. We also demonstrate an efficient perchlorination reaction of 1 into [HCB11Cl11]− (4). The detailed synthetic protocols as well as the full analytical data presented herein should provide a general and reliable recipe for the synthesis of these anionic species.</description><identifier>ISSN: 0276-7333</identifier><identifier>EISSN: 1520-6041</identifier><identifier>DOI: 10.1021/acs.organomet.6b00309</identifier><language>eng</language><publisher>American Chemical Society</publisher><ispartof>Organometallics, 2016-06, Vol.35 (11), p.2022-2025</ispartof><rights>Copyright © 2016 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a339t-76c0f0677959fd561528e03196332956ea1659060f1da8eedc23c6bd6696b0023</citedby><cites>FETCH-LOGICAL-a339t-76c0f0677959fd561528e03196332956ea1659060f1da8eedc23c6bd6696b0023</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Tanaka, Naoki</creatorcontrib><creatorcontrib>Shoji, Yoshiaki</creatorcontrib><creatorcontrib>Fukushima, Takanori</creatorcontrib><title>Convenient Route to Monocarba-closo-dodecaborate Anions</title><title>Organometallics</title><addtitle>Organometallics</addtitle><description>Monocarba-closo-dodecaborate anion [HCB11H11]− (1) and its derivatives are superb anionic species with remarkably high chemical stability and low nucleophilicity. Here we report a convenient two-step synthesis of 1, starting from nido-decaborane(14) (2) through the formation of arachno-[CB9H14]− (3). In this protocol, the use of Me3NH+ as a countercation of 1 and 3 enables facile cation exchange, thus greatly enhancing access to the carbaborate anions. We also demonstrate an efficient perchlorination reaction of 1 into [HCB11Cl11]− (4). The detailed synthetic protocols as well as the full analytical data presented herein should provide a general and reliable recipe for the synthesis of these anionic species.</description><issn>0276-7333</issn><issn>1520-6041</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNqFj91KxDAQhYMoWFcfQegLpE4SO9lcLsWfhRVB9DqkaSpddjOSdAXf3pZdvPVqLg7fmfMxdiugEiDFnfO5ovTpIu3DWGELoMCcsULUEjjCvThnBUiNXCulLtlVzlsAQK1kwXRD8TvEIcSxfKPDGMqRyheK5F1qHfc7ysQ76oJ3LSU35as4UMzX7KJ3uxxuTnfBPh4f3ptnvnl9WjerDXdKmZFr9NBPr7SpTd_VOE1aBlDCoFLS1BicwNoAQi86twyh81J5bDtEM3tItWD1sdcnyjmF3n6lYe_SjxVgZ3s72ds_e3uynzhx5OZ4S4cUp5X_ML_Yw2HC</recordid><startdate>20160613</startdate><enddate>20160613</enddate><creator>Tanaka, Naoki</creator><creator>Shoji, Yoshiaki</creator><creator>Fukushima, Takanori</creator><general>American Chemical Society</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20160613</creationdate><title>Convenient Route to Monocarba-closo-dodecaborate Anions</title><author>Tanaka, Naoki ; Shoji, Yoshiaki ; Fukushima, Takanori</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a339t-76c0f0677959fd561528e03196332956ea1659060f1da8eedc23c6bd6696b0023</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tanaka, Naoki</creatorcontrib><creatorcontrib>Shoji, Yoshiaki</creatorcontrib><creatorcontrib>Fukushima, Takanori</creatorcontrib><collection>CrossRef</collection><jtitle>Organometallics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tanaka, Naoki</au><au>Shoji, Yoshiaki</au><au>Fukushima, Takanori</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Convenient Route to Monocarba-closo-dodecaborate Anions</atitle><jtitle>Organometallics</jtitle><addtitle>Organometallics</addtitle><date>2016-06-13</date><risdate>2016</risdate><volume>35</volume><issue>11</issue><spage>2022</spage><epage>2025</epage><pages>2022-2025</pages><issn>0276-7333</issn><eissn>1520-6041</eissn><abstract>Monocarba-closo-dodecaborate anion [HCB11H11]− (1) and its derivatives are superb anionic species with remarkably high chemical stability and low nucleophilicity. Here we report a convenient two-step synthesis of 1, starting from nido-decaborane(14) (2) through the formation of arachno-[CB9H14]− (3). In this protocol, the use of Me3NH+ as a countercation of 1 and 3 enables facile cation exchange, thus greatly enhancing access to the carbaborate anions. We also demonstrate an efficient perchlorination reaction of 1 into [HCB11Cl11]− (4). The detailed synthetic protocols as well as the full analytical data presented herein should provide a general and reliable recipe for the synthesis of these anionic species.</abstract><pub>American Chemical Society</pub><doi>10.1021/acs.organomet.6b00309</doi><tpages>4</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0276-7333 |
ispartof | Organometallics, 2016-06, Vol.35 (11), p.2022-2025 |
issn | 0276-7333 1520-6041 |
language | eng |
recordid | cdi_crossref_primary_10_1021_acs_organomet_6b00309 |
source | American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list) |
title | Convenient Route to Monocarba-closo-dodecaborate Anions |
url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-06T19%3A53%3A49IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-acs_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Convenient%20Route%20to%20Monocarba-closo-dodecaborate%20Anions&rft.jtitle=Organometallics&rft.au=Tanaka,%20Naoki&rft.date=2016-06-13&rft.volume=35&rft.issue=11&rft.spage=2022&rft.epage=2025&rft.pages=2022-2025&rft.issn=0276-7333&rft.eissn=1520-6041&rft_id=info:doi/10.1021/acs.organomet.6b00309&rft_dat=%3Cacs_cross%3Ea159852147%3C/acs_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-a339t-76c0f0677959fd561528e03196332956ea1659060f1da8eedc23c6bd6696b0023%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |