Stable Carbenes as Structural Components of Partially Saturated Sulfur-Containing Heterocycles

被引：1

作者：

Rozhenko, Alexander B. ^{[1
,2
]}

Horbenko, Yuliia S. ^{[1
,2
]}

Kyrylchuk, Andrii A. ^{[1
]}

Zarudnitskii, Evgenij V. ^{[1
]}

Mykhaylychenko, Sergiy S. ^{[1
]}

Shermolovich, Yuriy G. ^{[1
]}

Grafov, Andriy V. ^{[3
]}

机构：

[1] Natl Acad Sci, Inst Organ Chem, Murmanska Str 5, UA-02094 Kiev, Ukraine

[2] Natl Tech Univ Ukraine, Igor Sikorsky Kyiv Polytech Inst, Prosp Peremohy 37, UA-03056 Kiev, Ukraine

[3] Univ Helsinki, Dept Chem, AI Virtasen Aukio 1, Helsinki 00560, Finland

来源：

MOLECULES | 2022年 / 27卷 / 05期

关键词：

stable carbenes; ab initio calculations; thiadiazolines; bond elongation; AUXILIARY BASIS-SETS; DERIVATIVES; ACCURATE; CCSD(T); RI-MP2;

D O I：

10.3390/molecules27051458

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Recently, an unusual elongation of the C-S bond was observed experimentally for some sulfur-containing heterocycles. Using a superior ab initio (SCS-MP2/cc-pVTZ) level of theory, we showed that the phenomenon can be explained by a contribution of a donor-acceptor adduct of a carbene with an unsaturated ligand. One may achieve further elongation of the C-S bond, eventually turning it to a coordinate one, by increasing the stability of each part of the system as, e.g., in the utmost case of spiro adducts with Arduengo carbenes. The effect of carbene stability was quantified by employing the isodesmic reactions of carbene exchange.

引用

页数：9

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