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二氨基卡宾的光化学反应：溴萘的环丙烷化反应、与吡啶的加成反应以及sp C-H键的活化

Photochemical reactions of a diamidocarbene: cyclopropanation of bromonaphthalene, addition to pyridine, and activation of sp C-H bonds.

作者信息

Perera Tharushi A, Taylor William V, Gildner M Brenton, Reinheimer Eric W, Ito Sho, Nelson Anna, Yost Shane R, Hudnall Todd W

机构信息

Department of Chemistry and Biochemistry, Texas State University 601 University Dr San Marcos TX 78666 USA

Rigaku Americas Corporation 9009 New Trails Dr, The Woodlands TX 77381 USA.

出版信息

Chem Sci. 2023 May 10;14(29):7867-7874. doi: 10.1039/d2sc05122b. eCollection 2023 Jul 26.

DOI:10.1039/d2sc05122b
PMID:37502328
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10370591/
Abstract

We report unprecedented photochemistry for the diamidocarbene 1. Described within are the double cyclopropanation of 1-bromonaphthalene, the double addition to pyridine, and remarkably, the insertion into the unactivated sp C-H bonds of cyclohexane, tetramethylsilane, and -pentane to give compounds 2-6, respectively. All compounds have been fully characterized, and the solid state structure of 4 was obtained using single crystal electron diffraction.

摘要

我们报道了二氨基卡宾1前所未有的光化学性质。其中包括1-溴萘的双环丙烷化反应、与吡啶的双加成反应，以及显著的是，插入环己烷、四甲基硅烷和戊烷未活化的sp C-H键中，分别得到化合物2 - 6。所有化合物均已得到充分表征，并且通过单晶电子衍射获得了4的固态结构。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/c4f9d218a14d/d2sc05122b-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/971f4a736239/d2sc05122b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/c06f3e69b026/d2sc05122b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/9c35783f4874/d2sc05122b-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/c4cb786dd282/d2sc05122b-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/87f893fa8846/d2sc05122b-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/9477bba0fba3/d2sc05122b-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/eb0718a163fb/d2sc05122b-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/624378397b26/d2sc05122b-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/8c014b72238d/d2sc05122b-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/c541f41a2df8/d2sc05122b-f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/090be257a71e/d2sc05122b-f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/c4f9d218a14d/d2sc05122b-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/971f4a736239/d2sc05122b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/c06f3e69b026/d2sc05122b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/9c35783f4874/d2sc05122b-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/c4cb786dd282/d2sc05122b-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/87f893fa8846/d2sc05122b-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/9477bba0fba3/d2sc05122b-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/eb0718a163fb/d2sc05122b-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/624378397b26/d2sc05122b-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/8c014b72238d/d2sc05122b-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/c541f41a2df8/d2sc05122b-f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/090be257a71e/d2sc05122b-f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7d37/10370591/c4f9d218a14d/d2sc05122b-s4.jpg

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