Sodium hydroxide manufacturers said that noble metal catalysis plays a leading role in the traditional C-H bond activation. The use of precious metals increases the cost and limits the practical application of C-H bond activation. Therefore, people have been trying to find a large number of cheap and easily available main group metals to realize the activation of C-H bond. In 2015, professor Brian Stoltz and Professor Robert Grubbs reported on nature that kotbu was used to catalyze the silylation of sp2C-H bond of aromatic heterocycles, which attracted the general attention of chemists. In view of the important application of alkynyl silicon compounds in organic synthesis, the team considered extending the system to the preparation of alkynyl silicon compounds.

氫氧化鈉廠家常用的傳統(tǒng)制備炔基硅類化合物是從末端炔出發(fā)，主要有以下兩種路線（Scheme1a）：堿拔去質(zhì)子、進攻親電的Si-X物種，從而得到炔基硅（路線A）；過渡金屬催化的炔烴直接硅基化反應(yīng)（路線B）。近些年試驗發(fā)現(xiàn)，MgO、LiAH4甚醇鹽在末端炔與硅氫物種的脫氫偶聯(lián)中也展現(xiàn)了催化活性。然而，這些研究底物局限性大，產(chǎn)率、選擇性均中等，反應(yīng)溫度也較高，因而降低了適用性。

The traditional preparation of alkynyl silicon compounds commonly used by sodium hydroxide manufacturers starts from terminal alkynes, which mainly includes the following two routes (scheme 1a): alkali pulls out protons and attacks electrophilic si-x species to obtain alkynyl silicon (route a); Transition metal catalyzed direct silylation of alkynes (route b). In recent years, it has been found that MgO, liah4 and even alkoxides also show catalytic activity in the dehydrogenation coupling of terminal alkynes with silyl hydrogen species. However, the limitations of these substrates are large, the yield and selectivity are medium, and the reaction temperature is also high, which reduces the applicability.

重要的是，盡管有使用很貴的CF3TMS實現(xiàn)含雜環(huán)的炔烴硅基化的報道，大多數(shù)含雜環(huán)或脂肪胺的末端炔均不能參與反應(yīng)。在此，氫氧化鈉廠家實現(xiàn)了簡潔、效率、普適的末端炔與硅氫脫氫偶聯(lián)的方法學(xué)。令人驚奇的是，氫氧化鈉廠家使用的催化劑是普遍存在的NaOH或KOH。

Importantly, although there are reports of silylation of heterocyclic alkynes using expensive cf3tms, most heterocyclic or aliphatic amine containing terminal alkynes cannot participate in the reaction. Here, sodium hydroxide manufacturers have realized a simple, efficient and universal methodology for dehydrogenation coupling of terminal alkynes and silicon hydrogen. Surprisingly, the catalyst used by sodium hydroxide manufacturers is the ubiquitous NaOH or KOH.