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Extensive use of deuterium labeling showed that the alkyls originate from the stannane and not from ambient impurities, and that trialkylstannyl groups are absent in the monolayers, contrary to previous proposals. Methyl groups attached to the Sn atom are not transferred to the surface. Ethyl groups are transferred slowly, and propyl and butyl rapidly. In all cases, tin oxide is codeposited in submonolayer amounts. The monolayers were characterized by ellipsometry, contact angle goniometry, polarization modulated IR reflection absorption spectroscopy, X-ray photoelectron spectroscopy, and electrochemical impedance spectroscopy with ferrocyanide\/ferricyanide, which revealed a very low charge-transfer resistance. The thermal stability of the monolayers and their resistance to solvents are comparable with those of an n-octadecanethiol monolayer. A preliminary examination of the kinetics of monolayer deposition from a THF solution of tetra-n-butylstannane revealed an approximately half-order dependence on the bulk solution concentration of the stannane, hinting that more than one alkyl can be transferred from a single stannane molecule. A detailed structure of the attachment of the alkyl groups is not known, and it is proposed that it involves direct single or multiple bonding of one or more C atoms to one or more Au atoms.<\/jats:p>","DOI":"10.1021\/jacs.5b07672","type":"journal-article","created":{"date-parts":[[2015,9,1]],"date-time":"2015-09-01T12:07:11Z","timestamp":1441109231000},"page":"12086-12099","source":"Crossref","is-referenced-by-count":13,"title":["The\nScope of Direct Alkylation of Gold Surface with\nSolutions of C1\u2013C4\n                    <i>n<\/i>\n                    -Alkylstannanes"],"prefix":"10.1021","volume":"137","author":[{"given":"Eva","family":"Kaletova\u0301","sequence":"first","affiliation":[{"name":"Academy of Sciences of the Czech Republic , , ,","place":["Prague 6, Czech Republic, 16610"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Anna","family":"Kohutova\u0301","sequence":"additional","affiliation":[{"name":"Academy of Sciences of the Czech Republic , , ,","place":["Prague 6, Czech Republic, 16610"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jan","family":"Hajduch","sequence":"additional","affiliation":[{"name":"Academy of Sciences of the Czech Republic , , ,","place":["Prague 6, Czech Republic, 16610"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jir\u030ci\u0301","family":"Kaleta","sequence":"additional","affiliation":[{"name":"Academy of Sciences of the Czech Republic , , ,","place":["Prague 6, Czech Republic, 16610"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zdene\u030ck","family":"Bastl","sequence":"additional","affiliation":[{"name":"Academy of Sciences of the Czech Republic , , ,","place":["Prague 8, Czech Republic, 18223"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lubomi\u0301r","family":"Pospi\u0301s\u030cil","sequence":"additional","affiliation":[{"name":"Academy of Sciences of the Czech Republic , , ,","place":["Prague 8, Czech Republic, 18223"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ivan","family":"Stibor","sequence":"additional","affiliation":[{"name":"Academy of Sciences of the Czech Republic , , ,","place":["Prague 6, Czech Republic, 16610"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Thomas F.","family":"Magnera","sequence":"additional","affiliation":[{"name":"University of Colorado , , , ,","place":["Boulder, Colorado, United States, 80309-0215"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Josef","family":"Michl","sequence":"additional","affiliation":[{"name":"Academy of Sciences of the Czech Republic , , ,","place":["Prague 6, Czech Republic, 16610"]},{"name":"University of Colorado , , , ,","place":["Boulder, Colorado, United States, 80309-0215"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2015,9,1]]},"reference":[{"key":"2026090313300182300_cit1","doi-asserted-by":"publisher","first-page":"162","DOI":"10.1039\/jr9570000162","author":"Blackman","year":"1957","journal-title":"J. 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