Modification of 1-Hexene Vinylidene Dimer into Primary and Tertiary Alkanethiols

Modification of 1-Hexene Vinylidene Dimer into Primary and Tertiary Alkanethiols Научная публикация

Журнал

Molbank
ISSN: 1422-8599

Вых. Данные

Год: 2022, Том: 2022, Номер: 2, Номер статьи : M1379, Страниц : DOI: 10.3390/m1379

Авторы

Kovyazin Pavel V. , Bikmeeva Almira Kh. , Palatov Eldar R. , Parfenova Lyudmila V.

Организации

1	Institute of Petrochemistry and Catalysis, Russian Academy of Sciences

Aliphatic thiols are in high demand in materials chemistry. Herein, a synthesis of thio-derivatives of 1-hexene vinylidene dimer is described. The approach, based on a hydroalumination reaction with further replacement of the organoaluminum function with sulfur using thiourea or dimethyl disulfide, provides anti-Markovnikov products, 2-butyloctane-1-thiol or 5-(methylsulfanylmethyl)undecane, in moderate yields. The reaction of a vinylidene dimer with phosphorus pentasulfide in the presence of catalytic amounts of (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO) selectively gives the Markovnikov product, 5-methylundecane-5-thiol, with a yield of up to 77%.

Kovyazin P.V. , Bikmeeva A.K. , Palatov E.R. , Parfenova L.V.
Modification of 1-Hexene Vinylidene Dimer into Primary and Tertiary Alkanethiols
Molbank. 2022. V.2022. N2. M1379 . DOI: 10.3390/m1379 Scopus OpenAlex

Scopus:	2-s2.0-85131861635
OpenAlex:	W4281626862

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